Enantioselective addition of activated terminal alkynes to 1-acylpyridinium salts catalyzed by Cu-bis(oxazoline) complexes

被引：174

作者：

Sun, Zhankui ^{[1
]}

Yu, Shouyun ^{[1
]}

Ding, Zuoding ^{[1
]}

Ma, Dawei ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 30期

关键词：

D O I：

10.1021/ja0734849

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

CuI/bis(oxazoline)-catalyzed addition of propiolates and terminal ynones to 1-acylpyridinium salt (generated in situ from reaction of pyridine and methyl chloroformate) affords highly functionalized dihydropyridines with excellent enantioselectivity. It is found that the carbonyl group adjacent to the alkyne moiety is essential for the enantioselectivity of the addition. Short synthesis of indolizidines 167B and 223AB is achieved by employing two addition products.

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页码：9300 / +

页数：3

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