The stereochemistry of the Grignard ortho ester reaction revisited: Regioselective endocyclic cleavage in the reaction of Grignard reagents with cis-2-methoxy-4-methyl-1,3-dioxane

被引：1
|
作者：
Bailey, WF
Croteau, AA
Rivera, AD
机构：
[1] Department of Chemistry, University of Connecticut, Storrs
来源：
TETRAHEDRON LETTERS | 1997年 / 38卷 / 23期
关键词：
D O I：
10.1016/S0040-4039(97)00862-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of cis-2-methoxy-4-methyl-1,3-dioxane (4) with Grignard reagents proceeds in a totally regioselective manner via rupture of the less congested C(2)-O(1) bond remote from the 4-methyl substituent. The analogous r-2-methoxy-cis-4,cis-6-dimethyl-1,3-dioxane (2) is totally inert to the action of Grignard reagents. (C) 1997 Elsevier Science Ltd.
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页码：4047 / 4050
页数：4
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