Reactivity of the lithium anion of the (S,S)-bis-p-tolylsulfinyl methane.: A versatile synthesis of enantiopure alkylidene 1,1-bis-p-tolylsulfoxides

被引：18

作者：

Delouvrié, B ^{[1
]}

Nájera, F ^{[1
]}

Fensterbank, L ^{[1
]}

Malacria, M ^{[1
]}

机构：

[1] Univ Paris 06, Lab Chim Organ Synth, CNRS, F-75252 Paris 05, France

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2002年 / 643卷

关键词：

sulfoxides; diastereoselectivity; asymmetric synthesise; carbanions; condensation;

D O I：

10.1016/S0022-328X(01)01210-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We describe herein a new synthesis of enantiopure alkylidene 1,1-bis-p-tolyl-sulfoxides (5), based on a two-steps sequence. The first one involves the alkylation of the lithium anion of the (S,S)-bis-p-tolylsulfinylmethane (1) with aldehydes. The second one consists in a mild dehydration of the sulfinyl alcohols 3 and 4 with the morpho CDI reagent. Some features (reactivity, diastereoselectivity) of the alkylation reaction are discussed. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：130 / 135

页数：6

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