Sulfenylation of β-keto sulfoxides.: III.: Diastereoselectivity induced by a chiral phase transfer catalyst.

被引：12

作者：

Wladislaw, B ^{[1
]}

Marzorati, L ^{[1
]}

Biaggio, FC ^{[1
]}

Vargas, RR ^{[1
]}

Bjorklund, MB ^{[1
]}

Zukerman-Schpector, J ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil

来源：

TETRAHEDRON | 1999年 / 55卷 / 41期

基金：

巴西圣保罗研究基金会;

关键词：

stereoselection; enolates; sulfinyl compounds; phase transfer; catalysis;

D O I：

10.1016/S0040-4020(99)00705-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric induction in the sulfenylation of several beta-keto sulfoxides under phase transfer catalytic conditions in the presence of the chiral catalyst N-benzylquininium chloride was investigated. It is concluded that the diastereoselectivity is not accompanied by enantiomeric resolution. (C) 1999 Elsevier Science Ltd. AII rights reserved.

引用

页码：12023 / 12030

页数：8

共 4 条

[1] Highly diastereoselective methylene transfer from diazomethane to the carbonyl of β-keto sulfoxides.: A general approach to synthetically versatile fluorine-containing chiral building blocks.
Arnone, A
Bravo, P
Frigerio, M
Viani, F
Soloshonok, VA
TETRAHEDRON, 1998, 54 (39) : 11841 - 11860
[2] Asymmetric Synthesis of Chiral Clusters Induced by Chiral Phase-Transfer Catalyst
WU Shulin DING Errun LI Qingshan YIN YuanqiState Key Laboratory of Oxo Synthesis and Selective Oxidation Lanzhou Instituteof Chemical Physics The Chinese Academy of Sciences Lanzhou
分子催化, 1998, (03) : 2 - 3
[3] Chiral non-racemic sulfoxides by asymmetric alkylation of alkanesulfenates in the presence of a chiral ammonium phase-transfer catalyst derived from Cinchona alkaloid
Gelat, Fabien
Gaumont, Annie-Claude
Perrio, Stephane
JOURNAL OF SULFUR CHEMISTRY, 2013, 34 (06) : 596 - 605
[4] A novel polymeric chiral salen Mn(III) complex as solvent-regulated phase transfer catalyst in the asymmetric epoxidation of styrene
Tan, Rong
Yin, Donghong
Yu, Ningya
Tao, Liang
Fu, Zaihui
Yin, Dulin
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 259 (1-2) : 125 - 132

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