Preparation of cyclic N-tert-butylsulfonyl enamines by Rh(II)-mediated ring expansion of α-diazoesters

被引:24
作者
Chen, Shufeng [1 ]
Zhao, Yonghua [1 ]
Wang, Jianbo [1 ]
机构
[1] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem, Beijing 100871, Peoples R China
来源
SYNTHESIS-STUTTGART | 2006年 / 10期
关键词
diazo compounds; Rh(II) carbene; 1,2-C-C bond migration; ring expansion;
D O I
10.1055/s-2006-926449
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The anion derived from ethyl diazoacetate adds to N-tert-butylsulfonyl ketimines to give beta-tert-butylsulfonylainino alpha-diazoesters, which are further transformed into cyclic enamines by treatment with Rh-2(OAc)(4), through 1,2-C-C bond migration of a Rh(II) carbene intermediate.
引用
收藏
页码:1705 / 1710
页数:6
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