Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization:: synthesis of (±)-indolizidine 167B, (±)-5-butylindolizidine and (±)-monomorine I

被引:20
|
作者
Kuhakarn, Chutima [1 ]
Seehasombat, Phachanee [1 ]
Jaipetch, Thaworn [2 ]
Pohmakotr, Manat [1 ]
Reutrakul, Vichai [1 ]
机构
[1] Mahidol Univ, Fac Sci, Dept Chem, Bangkok 10400, Thailand
[2] Mahidol Univ, Saiyok 71150, Kanchanaburi, Thailand
关键词
D O I
10.1016/j.tet.2007.12.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of indolizidine alkaloids, i.e., (+/-)-coniceine, (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I via Pummerer cyclization are described. The key step is the transformation of lactam sulfoxide to bicyclic lactam via the Pummerer cyclization. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1663 / 1670
页数:8
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