Stereospecific anti SE2′ fluorination of allenylsilanes:: synthesis of enantioenriched propargylic fluorides

被引：25

作者：

Carroll, Laurence ^{[1
]}

McCullough, Samantha ^{[1
]}

Rees, Tom ^{[1
]}

Claridge, Timothy D. W. ^{[1
]}

Gouverneur, Veronique ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 10期

关键词：

D O I：

10.1039/b803888k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrophilic fluorodesilylation of enantioenriched allenylsilanes proceeds with efficient transfer of chirality. The silylation - fluorination of propargylic alcohols occurs with overall retention of stereochemistry, a result consistent with a stereospecific anti S(E)2' mechanism for the fluorination step.

引用

页码：1731 / 1733

页数：3

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