Diastereoselective conjugate addition of cyanide to α,β-unsaturated oxazolidinones:: Enantioselective synthesis of ent-pregabalin and baclofen

被引:32
作者
Armstrong, Alan [1 ]
Convine, Nicola J.
Popkin, Matthew E.
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] GSK Tonbridge, Tonbridge TN11 9AN, Kent, England
关键词
conjugate addition; cyanide; samarium; oxazolidinone;
D O I
10.1055/s-2006-941584
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conjugate addition of cyanide to chiral alpha, beta-unsaturated oxazolidinones catalyzed by samarium(III) isopropoxide proceeds with good diastereoselectivity. The addition products can be converted into the biologically active targets ent-pregabalin and baclofen.
引用
收藏
页码:1589 / 1591
页数:3
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