SYNTHESIS OF A STABLE ARENESULFENIC ACID BEARING A BOWL-SHAPED MACROBICYCLIC CYCLOPHANE SKELETON

被引:70
作者
GOTO, K [1 ]
TOKITOH, N [1 ]
OKAZAKI, R [1 ]
机构
[1] UNIV TOKYO,GRAD SCH SCI,DEPT CHEM,BUNKYO KU,TOKYO 113,JAPAN
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 10期
关键词
CYCLOPHANES; KINETIC STABILIZATION; SULFENIC ACIDS;
D O I
10.1002/anie.199511241
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A wealth of highly selective reactions may become accessible thanks to the approach described herein: A reactive functional group is placed on the inside of a bowl‐shaped molecular skeleton; in this way, for example, dimerizations can be prevented, but reactions with added small molecules remain possible. The sulfenic acid 1 obtained from the corresponding S‐butyl sulfoxide by pyrolysis is stable both in the solid state and in solution, and reacts smoothly with methyl propiolate and butanethiol. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1124 / 1126
页数:3
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