A concise highly enantioselective cascade synthesis of indolizidine alkaloids with a quaternary stereocenter

被引：21
|
作者：
Muroni, D
Saba, A
Culeddu, N
机构：
[1] Univ Sassari, Fac Sci, Dipartimento Chim, I-07100 Sassari, Italy
[2] CNR Ist Chim Biomol, Sez Sassari, I-07040 Sassari, Italy
来源：
TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 17期
关键词：
D O I：
10.1016/j.tetasy.2004.07.013
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Enantiomerically pure indolizidinones bearing a quaternary stereocenter were obtained by Rh(II)-catalyzed decomposition of alpha-diazo ketodiesters through a carbenoid/spiro[5,5]ammonium ylide/Stevens [1,2]-shift with a ring-expansion cascade process. The isolation of stable chiral ammonium ylides, namely the key intermediates of the process, unambiguously confirmed the stereochemistry of the total process. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2609 / 2614
页数：6
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