Structured Uncertainty guided Clarification for LLM Agents
On the map: LLM agents and tool use → General LLM agent frameworks and benchmarks
Abstract (arXiv)
LLM agents with tool-calling capabilities often fail when user instructions are ambiguous or incomplete, leading to incorrect invocations and task failures. Existing approaches operate in unstructured language spaces, generating clarifying questions through prompting strategies that lack principled criteria for determining which questions to ask and when to stop. We introduce a principled formulation of structured uncertainty that operates directly over tool parameters and their domains, cleanly separating specification uncertainty (what the user wants) from model uncertainty (what the LLM predicts). Our formulation uses Expected Value of Perfect Information (EVPI) to quantify the disambiguation value of each potential question, balanced against aspect-based cost modeling that prevents redundant questioning. We demonstrate the versatility of this formulation through two applications. First, SAGE-Agent uses structured uncertainty for inference-time question selection, achieving 7-39% higher coverage on ambiguous tasks while reducing clarification questions by 1.5-2.7x compared to strong prompting and uncertainty-based baselines. Second, we show that structured uncertainty provides effective training signals: uncertainty-guided reward modeling boosts When2Call accuracy from 36.5% to 65.2% (3B model) and 36.7% to 62.9% (7B model) through uncertainty-weighted GRPO training, demonstrating more sample-efficient reinforcement learning for tool-calling agents. To enable evaluation, we present ClarifyBench, the first multi-turn dynamic tool-calling disambiguation benchmark. Our results establish structured uncertainty as a principled framework that improves both inference-time interaction efficiency and training-time sample efficiency in tool-augmented agents.
Key facts. Cited by 34 papers in the map (data through 7 Oct 2026). Placed in General LLM agent frameworks and benchmarks, one of 16 directions in LLM agents and tool use. Builds on 20 of its 54 references that are in the map. First posted on arXiv 11 Nov 2025.
Builds on
20 of 54 references.
Closest ancestors · 8
Same direction, newest first
- 2024CRMArena: Understanding the Capacity of LLM Agents to Perform Professional CRM Tasks in Realistic Environments4 Nov
- 2024MMAU: A Holistic Benchmark of Agent Capabilities Across Diverse Domains18 Jul
- 2024Ask-before-Plan: Proactive Language Agents for Real-World Planning18 Jun
- 2024τ-bench: A Benchmark for Tool-Agent-User Interaction in Real-World Domains17 Jun
- 2024Understanding the planning of LLM agents: A survey5 Feb
- 2024TravelPlanner: A Benchmark for Real-World Planning with Language Agents2 Feb
- 2024AgentBoard: An Analytical Evaluation Board of Multi-turn LLM Agents24 Jan
- 2024MLLM-Tool: A Multimodal Large Language Model For Tool Agent Learning19 Jan
Other references · 12
- 2024DeepSeekMath: Pushing the Limits of Mathematical Reasoning in Open Language Modelscited by 8,851
- 2023Toolformer: Language Models Can Teach Themselves to Use Toolscited by 4,072
- 2023FinMem: A Performance-Enhanced LLM Trading Agent with Layered Memory and Character Designcited by 163
- 2025CollabLLM: From Passive Responders to Active Collaboratorscited by 117
- 2023Prompting and Evaluating Large Language Models for Proactive Dialogues: Clarification, Target-guided, and Non-collaborationcited by 115
- 2018Learning to Ask Good Questions: Ranking Clarification Questions using Neural Expected Value of Perfect Informationcited by 110
- 2023Clarify When Necessary: Resolving Ambiguity Through Interaction with LMscited by 93
- 2024Modeling Future Conversation Turns to Teach LLMs to Ask Clarifying Questionscited by 70
- 2024Learning to Clarify: Multi-turn Conversations with Action-Based Contrastive Self-Trainingcited by 53
- 2022PACIFIC: Towards Proactive Conversational Question Answering over Tabular and Textual Data in Financecited by 45
- 2025When2Call: When (not) to Call Toolscited by 36
- 2025A Framework for Testing and Adapting REST APIs as LLM Toolscited by 9
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Citing papers per year: 2026: 34.
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- 2026HiL-Bench (Human-in-Loop Benchmark): Do Agents Know When to Ask for Help?cited by 16
- 2026Uncertainty Quantification in LLM Agents: Foundations, Emerging Challenges, and Opportunitiescited by 15
- 2026Toward Personalized LLM-Powered Agents: Foundations, Evaluation, and Future Directionscited by 10
- 2026SELAUR: Self Evolving LLM Agent via Uncertainty-aware Rewardscited by 9
- 2026Uncertainty-Aware Clarification in LLM Agents with Information Gaincited by 6
- 2026LHAW: Controllable Underspecification for Long-Horizon Taskscited by 5
- 2026Exploring Agentic Tool-Calling Decisions via Uncertainty-Aligned Reinforcement Learningcited by 4
- 2026SafeCommit: Certifying When Memory-Grounded Agents May Safely Actcited by 4
- 2026Asking What Matters: Reward-Driven Clarification for Software Engineering Taskscited by 3
- 2026Position: agentic AI orchestration should be Bayes-consistentcited by 3
- 2026Uncertainty Decomposition for Clarification Seeking in LLM Agentscited by 3
- 2026Frictive Policy Optimization for LLMs: Epistemic Intervention, Risk-Sensitive Control, and Reflective Alignmentcited by 2
22 more
- 2026Agentic Coding Needs Proactivity, Not Just Autonomycited by 2
- 2026Ask Early, Ask Late, Ask Right: When Does Clarification Timing Matter for Long-Horizon Agents?cited by 2
- 2026Ambig-DS: A Benchmark for Task-Framing Ambiguity in Data-Science Agentscited by 2
- 2026AgentGym2: Benchmarking Large Language Model Agents in De-Idealized Real-World Environmentscited by 2
- 2026ASPI: Seeking Ambiguity Clarification Amplifies Prompt Injection Vulnerability in LLM Agentscited by 1
- 2026The Architecture of Errors: From Universal Impossibility to Patch-Local LLM Reliabilitycited by 1
- 2026Bayesian control for coding agentscited by 1
- 2026Actionable Hallucination Detection: Translating Latent Uncertainty into Agentic Critiquecited by 1
- 2026Thinking Is Not Telling: Information Disclosure in User-Service LLM Agentscited by 0
- 2026Don't Start What You Can't Finish: A Counterfactual Audit of Support-State Triage in LLM Agentscited by 0
- 2026Communication Policy Evolution for Proactive LLM Agentscited by 0
- 2026SAFETY SENTRY: Context-Aware Human Intervention via EXECUTE-ASK-REFUSE Routingcited by 0
- 2026Beyond Single-Turn Confidence: Trajectory-Adapted Uncertainty Quantification for LLM Agentscited by 0
- 2026Intent-Driven Situation Tracking for User-Centric Multi-Turn Agentscited by 0
- 2026AcCoRD: Evaluating User-Agent Collaboration Under Realistic User Preference Dynamicscited by 0
- 2026Ask Before You Optimize: Dynamic Pre-Formulation Clarification for Interactive Optimizationcited by 0
- 2026When and How Should an Agent Clarify? CIGAsk: Teaching LLMs to Clarify via Counterfactual Information Gaincited by 0
- 2026Clarification Is Not Correction: LLMs Fail to Let Gocited by 0
- 2026Clarify the User or Verify the World? Uncertainty Routing for Proactive Agentscited by 0
- 2026Prospective Interpretation Risk: Principled Communication Control Between LLMscited by 0
- 2026When Does Correction Become Repair? Mechanistic Auditing of Internal Interventions in Tool-Using LLMscited by 0
- 2026Sentence Specificity Scores for Collaborative Technical Documentation: A Domain-Transfer Studycited by 0
- 2026Sentence Specificity Scores for Collaborative Technical Documentation: A Domain-Transfer Study1 Oct 2026
- 2026When Does Correction Become Repair? Mechanistic Auditing of Internal Interventions in Tool-Using LLMs28 Sep 2026
- 2026Prospective Interpretation Risk: Principled Communication Control Between LLMs27 Sep 2026
- 2026Clarify the User or Verify the World? Uncertainty Routing for Proactive Agents26 Sep 2026
- 2026Clarification Is Not Correction: LLMs Fail to Let Go21 Sep 2026
- 2026When and How Should an Agent Clarify? CIGAsk: Teaching LLMs to Clarify via Counterfactual Information Gain21 Sep 2026
- 2026Ask Before You Optimize: Dynamic Pre-Formulation Clarification for Interactive Optimization4 Sep 2026
- 2026AcCoRD: Evaluating User-Agent Collaboration Under Realistic User Preference Dynamics28 Aug 2026
- 2026Intent-Driven Situation Tracking for User-Centric Multi-Turn Agents16 Aug 2026
- 2026Beyond Single-Turn Confidence: Trajectory-Adapted Uncertainty Quantification for LLM Agents12 Aug 2026
- 2026Actionable Hallucination Detection: Translating Latent Uncertainty into Agentic Critique11 Aug 2026
- 2026SafeCommit: Certifying When Memory-Grounded Agents May Safely Act4 Aug 2026
22 more
- 2026SAFETY SENTRY: Context-Aware Human Intervention via EXECUTE-ASK-REFUSE Routing15 Jul 2026
- 2026AgentGym2: Benchmarking Large Language Model Agents in De-Idealized Real-World Environments6 Jul 2026
- 2026Bayesian control for coding agents23 Jun 2026
- 2026Uncertainty Decomposition for Clarification Seeking in LLM Agents17 Jun 2026
- 2026Communication Policy Evolution for Proactive LLM Agents12 Jun 2026
- 2026Exploring Agentic Tool-Calling Decisions via Uncertainty-Aligned Reinforcement Learning5 Jun 2026
- 2026Uncertainty-Aware Clarification in LLM Agents with Information Gain2 Jun 2026
- 2026The Architecture of Errors: From Universal Impossibility to Patch-Local LLM Reliability28 May 2026
- 2026ASPI: Seeking Ambiguity Clarification Amplifies Prompt Injection Vulnerability in LLM Agents17 May 2026
- 2026Ambig-DS: A Benchmark for Task-Framing Ambiguity in Data-Science Agents10 May 2026
- 2026Ask Early, Ask Late, Ask Right: When Does Clarification Timing Matter for Long-Horizon Agents?8 May 2026
- 2026Agentic Coding Needs Proactivity, Not Just Autonomy7 May 2026
- 2026Position: agentic AI orchestration should be Bayes-consistent1 May 2026
- 2026Frictive Policy Optimization for LLMs: Epistemic Intervention, Risk-Sensitive Control, and Reflective Alignment28 Apr 2026
- 2026Don't Start What You Can't Finish: A Counterfactual Audit of Support-State Triage in LLM Agents17 Apr 2026
- 2026Asking What Matters: Reward-Driven Clarification for Software Engineering Tasks16 Apr 2026
- 2026HiL-Bench (Human-in-Loop Benchmark): Do Agents Know When to Ask for Help?10 Apr 2026
- 2026Toward Personalized LLM-Powered Agents: Foundations, Evaluation, and Future Directions26 Feb 2026
- 2026SELAUR: Self Evolving LLM Agent via Uncertainty-aware Rewards24 Feb 2026
- 2026LHAW: Controllable Underspecification for Long-Horizon Tasks11 Feb 2026
- 2026Thinking Is Not Telling: Information Disclosure in User-Service LLM Agents8 Feb 2026
- 2026Uncertainty Quantification in LLM Agents: Foundations, Emerging Challenges, and Opportunities4 Feb 2026
- 2026HiL-Bench (Human-in-Loop Benchmark): Do Agents Know When to Ask for Help?cited by 16
- 2026Uncertainty Quantification in LLM Agents: Foundations, Emerging Challenges, and Opportunitiescited by 15
- 2026Toward Personalized LLM-Powered Agents: Foundations, Evaluation, and Future Directionscited by 10
- 2026SELAUR: Self Evolving LLM Agent via Uncertainty-aware Rewardscited by 9
- 2026Uncertainty-Aware Clarification in LLM Agents with Information Gaincited by 6
- 2026Exploring Agentic Tool-Calling Decisions via Uncertainty-Aligned Reinforcement Learningcited by 4
- 2026Position: agentic AI orchestration should be Bayes-consistentcited by 3
- 2026Uncertainty Decomposition for Clarification Seeking in LLM Agentscited by 3
- 2026Agentic Coding Needs Proactivity, Not Just Autonomycited by 2
- 2026Ambig-DS: A Benchmark for Task-Framing Ambiguity in Data-Science Agentscited by 2
- 2026AgentGym2: Benchmarking Large Language Model Agents in De-Idealized Real-World Environmentscited by 2
- 2026ASPI: Seeking Ambiguity Clarification Amplifies Prompt Injection Vulnerability in LLM Agentscited by 1
12 most cited of 24 All 24 (JSON)
- 2026When Does Correction Become Repair? Mechanistic Auditing of Internal Interventions in Tool-Using LLMs28 Sep 2026
- 2026Prospective Interpretation Risk: Principled Communication Control Between LLMs27 Sep 2026
- 2026Clarify the User or Verify the World? Uncertainty Routing for Proactive Agents26 Sep 2026
- 2026When and How Should an Agent Clarify? CIGAsk: Teaching LLMs to Clarify via Counterfactual Information Gain21 Sep 2026
- 2026AcCoRD: Evaluating User-Agent Collaboration Under Realistic User Preference Dynamics28 Aug 2026
- 2026Intent-Driven Situation Tracking for User-Centric Multi-Turn Agents16 Aug 2026
- 2026Beyond Single-Turn Confidence: Trajectory-Adapted Uncertainty Quantification for LLM Agents12 Aug 2026
- 2026Actionable Hallucination Detection: Translating Latent Uncertainty into Agentic Critique11 Aug 2026
- 2026SAFETY SENTRY: Context-Aware Human Intervention via EXECUTE-ASK-REFUSE Routing15 Jul 2026
- 2026AgentGym2: Benchmarking Large Language Model Agents in De-Idealized Real-World Environments6 Jul 2026
- 2026Bayesian control for coding agents23 Jun 2026
- 2026Uncertainty Decomposition for Clarification Seeking in LLM Agents17 Jun 2026
12 newest of 24 All 24 (JSON)
- 2026LHAW: Controllable Underspecification for Long-Horizon Taskscited by 5
- 2026SafeCommit: Certifying When Memory-Grounded Agents May Safely Actcited by 4
- 2026Asking What Matters: Reward-Driven Clarification for Software Engineering Taskscited by 3
- 2026Frictive Policy Optimization for LLMs: Epistemic Intervention, Risk-Sensitive Control, and Reflective Alignmentcited by 2
- 2026Ask Early, Ask Late, Ask Right: When Does Clarification Timing Matter for Long-Horizon Agents?cited by 2
- 2026The Architecture of Errors: From Universal Impossibility to Patch-Local LLM Reliabilitycited by 1
- 2026Ask Before You Optimize: Dynamic Pre-Formulation Clarification for Interactive Optimizationcited by 0
- 2026Clarification Is Not Correction: LLMs Fail to Let Gocited by 0
- 2026Sentence Specificity Scores for Collaborative Technical Documentation: A Domain-Transfer Studycited by 0
- 2026Sentence Specificity Scores for Collaborative Technical Documentation: A Domain-Transfer Study1 Oct 2026
- 2026Clarification Is Not Correction: LLMs Fail to Let Go21 Sep 2026
- 2026Ask Before You Optimize: Dynamic Pre-Formulation Clarification for Interactive Optimization4 Sep 2026
- 2026SafeCommit: Certifying When Memory-Grounded Agents May Safely Act4 Aug 2026
- 2026The Architecture of Errors: From Universal Impossibility to Patch-Local LLM Reliability28 May 2026
- 2026Ask Early, Ask Late, Ask Right: When Does Clarification Timing Matter for Long-Horizon Agents?8 May 2026
- 2026Frictive Policy Optimization for LLMs: Epistemic Intervention, Risk-Sensitive Control, and Reflective Alignment28 Apr 2026
- 2026Asking What Matters: Reward-Driven Clarification for Software Engineering Tasks16 Apr 2026
- 2026LHAW: Controllable Underspecification for Long-Horizon Tasks11 Feb 2026
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