Access to trans-3,4-Dihydroxy-2-alkylpyrrolidines and Piperidines by Use of Stereodefined Cyclic N,O-Acetals as a Diversity-Generating Element

被引：8

作者：

Kang, Soyeong ^{[1
]}

Kim, Dong-gil ^{[1
]}

Rhee, Young Ho ^{[1
]}

机构：

[1] POSTECH Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 49期

基金：

新加坡国家研究基金会;

关键词：

diastereoselectivity; enantioselectivity; heterocycles; natural products; synthetic methods; N-ACYLIMINIUM IONS; OXOCARBENIUM IONS; EFFICIENT SYNTHESIS; DERIVATIVES; INDOLIZIDINES; NUCLEOPHILES; ALLYLATION; INHIBITORS; CHEMISTRY; AMINES;

D O I：

10.1002/chem.201404659

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient and stereoselective synthetic pathway towards trans-3,4-dihydroxy-2-alkylpyrrolidines and piperidines is described. The nature of the protecting groups on the hydroxyl moieties played a crucial role on the trans selectivity. By using this method, a concise total synthesis of (-)-2-epilentiginosine has been achieved.

引用

页码：16391 / 16396

页数：6

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