Legal proposition generation is central to legal reasoning and doctrinal scholarship, yet remain under-examined in Legal NLP. This paper investigates the automatic generation and evaluation of legal propositions from decisions of the Court of Justice of the European Union using large language models (LLMs). We introduce LP-Eval, a three-step evaluation rubric co-designed with legal experts that decomposes legal proposition quality into formal validity and substantive dimensions. Using this rubric, we release a dataset of two experts' annotations for 100 LLM-generated legal propositions. Our results show that LLMs can generate predominantly well-formed and high-quality propositions, while expert evaluations reveal higher quality for propositions derived from well established cases than from recent ones. We further examine LLMs as evaluators and find that rubric-guided LLM judgments align more closely with expert assessments than direct overall scoring, but remain insensitive to finer-grained distinctions captured by human experts.
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