Lithiation of optically active oxazolinyloxiranes: configurational stability

被引：17

作者：

Luisi, R ^{[1
]}

Capriati, V ^{[1
]}

Carlucci, C ^{[1
]}

Degennaro, L ^{[1
]}

Florio, S ^{[1
]}

机构：

[1] Univ Bari, CNR, Sezione Bari,Dipartimento Farmacochim, Ist Chim Composti Organometall ICCOM, I-70126 Bari, Italy

来源：

TETRAHEDRON | 2003年 / 59卷 / 49期

关键词：

oxazolines; oxiranes; lithiation; configuration; stereochemistry;

D O I：

10.1016/j.tet.2003.09.018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alpha-lithiation reaction of optically active oxazolinyloxiranes has been investigated. The trapping reaction with D2O, Mel and acetone affording substituted oxazolinyloxiranes proved that the corresponding lithiated species are configurationally unstable. A stereoconvergency was observed in the case of lithiation-deuteration sequence of two oxazolinyloxiranes. (C) 2003 Elsevier Ltd. All rights reserved.

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收藏

页码：9707 / 9712

页数：6

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