Intramolecular tandem Michael-type addition/aldol cyclization induced by TiCl4-R4NX combinations

被引：51
|
作者：
Yagi, K [1 ]
Turitani, T [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构：
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6068501, Japan
来源：
ORGANIC LETTERS | 2002年 / 4卷 / 18期
关键词：
D O I：
10.1021/ol026413h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Treatment of formyl alpha,beta-enones with a TiCl4-R4NX combination induces an intramolecular aldol cyclization to furnish 2-acyl-3-halocyclohexanol with three controlled consecutive stereogenic centers. The reaction of bis-alpha,beta-enones with the combination provides cyclic diketones with high stereoselectivity via an intramolecular Michael addition reaction.
引用
收藏
页码：3111 / 3114
页数：4
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