Concise synthesis of two advanced intermediates for the asymmetric synthesis of polyhydroxylated indolizidine alkaloids

被引：0
|
作者：
Xiao Zheng
WenFang Zhu
PeiQiang Huang
机构：
[1] Xiamen University,Department of Chemistry, College of Chemistry and Chemical Engineering
[2] Chinese Academy of Sciences,Key Laboratory of Synthetic Chemistry of Natural Substances; Shanghai Institute of Organic Chemistry
来源：
Science China Chemistry | 2010年 / 53卷
关键词：
indolizidinone; samarium diiodide; α-amidohydroxyalkylation; tandem reaction; chiral building block;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A concise five-step approach to indolizidinones 10 and 11, two advanced intermediates for the asymmetric synthesis of polyhydroxylated indolizidine alkaloids, has been developed by using N-Cbz pyrrolidin-2-yl pyridin-2-yl sulfide 13 as the chiral building block. The method features a SmI2-mediated coupling of sulfide 13 with functionalized aldehyde 14 and a tandem N-deprotection-lactamization, which constitutes a stepwise “2 + 4” annulation method for the construction of the indolizidinone ring system of 12a.
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页码：1914 / 1920
页数：6
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