Diastereoselective asymmetric cyclopropanation of (S)-(+)-α-(diethoxyphosphoryl)vinyl p-tolyl sulfoxide

被引：31
|
作者：
Midura, WH
Krysiak, JA
Wieczorek, MW
Majzner, WR
Mikolajczyk, M
机构：
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Organ Sulfur Cpds, PL-90363 Lodz, Poland
[2] Lodz Tech Univ, Inst Gen Food Chem, PL-90924 Lodz, Poland
来源：
CHEMICAL COMMUNICATIONS | 1998年 / 10期
关键词：
D O I：
10.1039/a801299g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The title sulfoxide 1 reacts with fully deuterated dimethylsulfoxonium methylide, diphenylsulfonium isopropylide and diphenyldiazomethane to form the corresponding cyclopropanes 4 as single diastereoisomers; the chirality of the cyclopropane (+)-4c obtained from 1 and diphenyldiazomethane is (S-s,S-c) as determined by X-ray diffraction analysis; based on experimental data, the steric course of the asymmetric cyclopropanation is proposed.
引用
收藏
页码：1109 / 1110
页数：2
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