Organic letters

Alcohol-assisted phosphine catalysis: one-step syntheses of dihydropyrones from aldehydes and allenoates

GS Creech, O Kwon

文献索引：Creech, Gardner S.; Kwon, Ohyun Organic Letters, 2008 , vol. 10, # 3 p. 429 - 432

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被引用次数: 90

摘要

This paper describes the phosphine-catalyzed annulation of methyl allenoate with various aromatic aldehydes to form 6-aryl-4-methoxy-5, 6-dihydro-2-pyrones. In this reaction, the addition of an alcohol was necessary to induce dihydropyrone formation, with the optimal agent being methanol. Moreover, the addition of n-butyllithium suppressed the formation of the noncyclized product, leading to the exclusive isolation of the dihydropyrone. This ...