Chemoenzymatic synthesis of azacycloalkan-3-ols

被引:36
作者
Monterde, MI [1 ]
Nazabadioko, S [1 ]
Rebolledo, F [1 ]
Brieva, R [1 ]
Gotor, V [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
D O I
10.1016/S0957-4166(99)00351-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Optically active omega-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding omega-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitro gen heterocycles. The reduction of (R)-(+)-5-bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3-ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3449 / 3455
页数:7
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