Enantioselective synthesis of the carbocyclic nucleoside (-)-abacavir

被引：17

作者：

Boyle, Grant A. ^{[1
]}

Edlin, Christopher D. ^{[1
]}

Li, Yongfeng ^{[2
]}

Liotta, Dennis C. ^{[2
]}

Morgans, Garreth L. ^{[1
]}

Musonda, Chitalu C. ^{[1
]}

机构：

[1] IThemba Pharmaceut PTY Ltd, ZA-1645 Gauteng, South Africa

[2] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 09期

关键词：

ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; HYDROLYSIS; POTENT; HIV; RESOLUTION; INHIBITOR; 1592U89; ANALOG;

D O I：

10.1039/c2ob06775g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantiopure beta-lactam with a suitably disposed electron withdrawing group on nitrogen, participated in a pi-allylpalladium mediated reaction with 2,6-dichloropurine tetrabutylammonium salt to afford an advanced cis-1,4-substituted cyclopentenoid with both high regio- and stereoselectivity. This advanced intermediate was successfully manipulated to the total synthesis of (-)-Abacavir.

引用

页码：1870 / 1876

页数：7

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