Regiochemistry of Wacker-type oxidation of vinyl group in the presence of neighboring oxygen functions .1.

被引:37
作者
Pellissier, H
Michellys, PY
Santelli, M
机构
[1] Lab. de Synthèse Organique, UPRESA au CNRS No 6009, Centre de St.-Jérôme, 13397 Marseille Cedex 20, Av. Esc. Normandie-Niemen
关键词
D O I
10.1016/S0040-4020(97)00449-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium(II) oxidation of (+/-)-17 alpha-vinyl-1,3,5(10)-gonatriene derivatives 1 bearing a lactonic bridge on the beta-face affords the expected acetyl derivatives. In contrast, when the lactonic bridge or a hydroxy group is present on the or-face (syn relationship), aldehydes resulting from an anti-Markovnikov hydroxypalladation are obtained in appreciable yields. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:7577 / 7586
页数:10
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