Tetrahedron letters

Stereoselectivity in the Wittig reaction of phenyl 3-pyridyl ketones: Amide substituent effect on the preferential (E)-ollefin formation

K Takeuchi, TJ Kohn

文献索引：Takeuchi, Kumiko; Kohn, Todd J. Tetrahedron Letters, 1998 , vol. 39, # 32 p. 5689 - 5692

全文：HTML全文

被引用次数: 4

摘要

A Wittig reaction of amide substituted phenyl 3-pyridyl ketones with “nonstabilized” phosphorus ylides which contain a carboxyl terminus preferentially forms (E)-olefin. The preference for this stereoselectivity stems from either hydrogen bonding or salt-bridge formation between the amide group and the carboxyl terminus during the oxaphosphetane intermediate formation.