1,2-Migration in rhodium(II) carbene transfer reaction: Remarkable steric effect on migratory aptitude

被引：69

作者：

Xiao, Fengping ^{[1
]}

Wang, Jianbo ^{[1
]}

机构：

[1] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 15期

关键词：

DIAZO CARBONYL-COMPOUNDS; ACID-CATALYZED REACTIONS; DECOMPOSITION; ESTERS; REARRANGEMENT; CONDENSATION; ALDEHYDES; KDO;

D O I：

10.1021/jo0605391

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of diazo carbonyl compounds bearing different substituents have been prepared in order to investigate the steric effect in 1,2-migration reaction of rhodium(II) carbene. Through the investigation on the diazo decomposition of these compounds with Rh-2(OAc)(4), it was found that the steric effect could dramatically influence the migratory aptitude. In many cases, the steric effect could override the inherent electronic effect of the substituent.

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收藏

页码：5789 / 5791

页数：3

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