Formal [3+ 2] Cycloaddition Reaction of [1, 4] Oxazin-2-ones and α-Alkynyl Ketones via a Tandem Mukaiyama-Aldol Addition/Aza-Cope Rearrangement

D Obrecht, C Zumbrunn, K Müller

文献索引：Obrecht, Daniel; Zumbrunn, Cornelia; Mueller, Klaus Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6891 - 6895

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被引用次数: 5

摘要

In the course of our investigations on carbonyl-alkyneexchange (CAE) reactions, 1-7 we were interested in the use of [1, 4] oxazin-2-ones81 as precursors for cyclic heterodienes for the synthesis of vitamin B6 analogues 5 starting from 1 and acetylenic ketones9 3 as depicted in Scheme 1. Silyl enol ether formation would give cyclic aza dienes 2, which should react in a [4+ 2] cycloaddition with acetylenic ketones 3 to give bicyclic adducts 4. ...