THE REGIOSELECTIVE AND STEREOSPECIFIC SUBSTITUTION OF UNSYMMETRICAL 1,2-DIOLS USING THE 1,3,2-LAMBDA-5-DIOXAPHOSPHOLANE METHODOLOGY

被引:9
|
作者
PAUTARDCOOPER, A [1 ]
EVANS, SA [1 ]
机构
[1] UNIV N CAROLINA,CHEM LABS,CHAPEL HILL,NC 27599
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4020(01)96904-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereospecific tosylate (-OTs) or azide (N3-) substitution at the C-4 stereocenter of a monosubstituted 1,3,2-lambda-5-dioxaphospholane (the equivalent of the C-2 stereocenter in an unsymmetrical 1,2-diol) is readily achieved by treatment with either p-toluenesulfonic acid (p-TsOH) in tetrahydrofuran solvent or p-TsOH/sodium azide in acetonitrile solvent, respectively.
引用
收藏
页码:1603 / 1610
页数:8
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