THIOALDEHYDE S-OXIDE (MONOSUBSTITUTED SULFINES) FROM THIOACYLSILANE S-OXIDES - SYNTHESIS AND FLUORINE-INDUCED AND ACID-INDUCED Z/E ISOMERIZATION .2.

被引:34
作者
BARBARO, G [1 ]
BATTAGLIA, A [1 ]
GIORGIANNI, P [1 ]
BONINI, BF [1 ]
MACCAGNANI, G [1 ]
ZANI, P [1 ]
机构
[1] UNIV BOLOGNA,DEPARTIMENTO CHIM ORGAN,I-40136 BOLOGNA,ITALY
关键词
D O I
10.1021/jo00299a012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aromatic and aliphatic, not enethiolizable, thioaldehyde S-oxides (monosubstituted sulfines) are obtained from stereospecific fluorodesilylation of the corresponding thioacylsilane S-oxides with retention of configuration. A detailed investigation on the mechanism of the desilylation, as well as of the acid and fluoride ion induced Z/E interconversion has been performed. © 1990, American Chemical Society. All rights reserved.
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页码:3744 / 3748
页数:5
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