REARRANGEMENT OF CIS- AND TRANS-2-METHYL-1-(SUBSTITUTED PHENYL)ISOINDOLINIUM 2-METHYLIDES

被引：25

作者：

SAKURAGI, A ^{[1
]}

SHIRAI, N ^{[1
]}

SATO, Y ^{[1
]}

KURONO, Y ^{[1
]}

HATANO, K ^{[1
]}

机构：

[1] NAGOYA CITY UNIV,FAC PHARMACEUT SCI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 01期

关键词：

D O I：

10.1021/jo00080a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluoride ion induced desilylation of cis-2-methyl-1-(substituted phenyl)-2-[(trimethylsilyl)methyl] isoindolinium iodides cis-5 gave mixtures of the Sommelet-Hauser rearrangement products 7 and the Stevens products 8 in a ratio about 8.5:1.5. Similar treatments of the trans-isomers (trans-5) afforded exclusively 8. The pathways of the ylide rearrangement are discussed.

引用

页码：148 / 153

页数：6

共 21 条

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