Total synthesis of (+)-biotin via a quinine-mediated asymmetric alcoholysis of meso-cyclic anhydride strategy

被引：27

作者：

Huang, Jian ^{[1
]}

Xiong, Fei ^{[1
,2
]}

Chen, Fen-Er ^{[1
,2
]}

机构：

[1] Fudan Univ, Dept Chem, Fudan DSM Joint Lab Synthet Method & Chiral Techn, Shanghai 200433, Peoples R China

[2] Fudan Univ, Inst Biomed Sci, Shanghai 200433, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 12期

关键词：

D O I：

10.1016/j.tetasy.2008.05.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A concise asymmetric total synthesis of (+)-biotin 1 has been accomplished in which the absolute stereochemistry of C-3a, C-6a of 1 was established by utilizing an efficient and practical quinine-mediated asymmetric alcoholysis of meso-cyclic anhydride 2 in a single step, the C-4 stereochemistry was installed by a direct stereoselective ionic hydrogenation of the thiolactol 7. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：1436 / 1443

页数：8

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