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Main Authors: Li, Shuyue Stella, Mun, Jimin, Brahman, Faeze, Hosseini, Pedram, Thomas, Bryceton G., Sin, Jessica M., Ren, Bing, Ilgen, Jonathan S., Tsvetkov, Yulia, Sap, Maarten
Format: Preprint
Published: 2025
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Online Access:https://arxiv.org/abs/2502.14860
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author Li, Shuyue Stella
Mun, Jimin
Brahman, Faeze
Hosseini, Pedram
Thomas, Bryceton G.
Sin, Jessica M.
Ren, Bing
Ilgen, Jonathan S.
Tsvetkov, Yulia
Sap, Maarten
author_facet Li, Shuyue Stella
Mun, Jimin
Brahman, Faeze
Hosseini, Pedram
Thomas, Bryceton G.
Sin, Jessica M.
Ren, Bing
Ilgen, Jonathan S.
Tsvetkov, Yulia
Sap, Maarten
contents Large language models (LLMs) often fail to ask effective questions under uncertainty, making them unreliable in domains where proactive information-gathering is essential for decision-making. We present ALignment via Fine-grained Attributes, (ALFA) a framework that improves LLM question-asking by (i) decomposing the notion of a "good" question into a set of theory-grounded attributes (e.g., clarity, relevance), (ii) controllably synthesizing attribute-specific question variations, and (iii) aligning models via preference-based optimization to explicitly learn to ask better questions along these fine-grained attributes. Focusing on clinical reasoning as a case study, we introduce the MediQ-AskDocs dataset, composed of 17k real-world clinical interactions augmented with 80k attribute-specific preference pairs of follow-up questions, as well as a novel expert-annotated interactive healthcare QA task to evaluate question-asking abilities. Models aligned with ALFA reduce diagnostic errors by 56.6% on MediQ-AskDocs compared to SoTA instruction-tuned LLMs, with a question-level win-rate of 64.4% and strong generalizability. Our findings suggest that explicitly guiding question-asking with structured, fine-grained attributes offers a scalable path to improve LLMs, especially in expert application domains.
format Preprint
id arxiv_https___arxiv_org_abs_2502_14860
institution arXiv
publishDate 2025
record_format arxiv
spellingShingle ALFA: Aligning LLMs to Ask Good Questions A Case Study in Clinical Reasoning
Li, Shuyue Stella
Mun, Jimin
Brahman, Faeze
Hosseini, Pedram
Thomas, Bryceton G.
Sin, Jessica M.
Ren, Bing
Ilgen, Jonathan S.
Tsvetkov, Yulia
Sap, Maarten
Computation and Language
Large language models (LLMs) often fail to ask effective questions under uncertainty, making them unreliable in domains where proactive information-gathering is essential for decision-making. We present ALignment via Fine-grained Attributes, (ALFA) a framework that improves LLM question-asking by (i) decomposing the notion of a "good" question into a set of theory-grounded attributes (e.g., clarity, relevance), (ii) controllably synthesizing attribute-specific question variations, and (iii) aligning models via preference-based optimization to explicitly learn to ask better questions along these fine-grained attributes. Focusing on clinical reasoning as a case study, we introduce the MediQ-AskDocs dataset, composed of 17k real-world clinical interactions augmented with 80k attribute-specific preference pairs of follow-up questions, as well as a novel expert-annotated interactive healthcare QA task to evaluate question-asking abilities. Models aligned with ALFA reduce diagnostic errors by 56.6% on MediQ-AskDocs compared to SoTA instruction-tuned LLMs, with a question-level win-rate of 64.4% and strong generalizability. Our findings suggest that explicitly guiding question-asking with structured, fine-grained attributes offers a scalable path to improve LLMs, especially in expert application domains.
title ALFA: Aligning LLMs to Ask Good Questions A Case Study in Clinical Reasoning
topic Computation and Language
url https://arxiv.org/abs/2502.14860