Chemo-enzymatic synthesis of the active enantiomer of the anorressant 2-benzylmorpholine

被引：39

作者：

D'Arrigo, P

Lattanzio, M

Fantoni, GP

Servi, S

机构：

[1] CNR, Ctr Sostanze Organ Nat, I-20131 Milan, Italy

[2] Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 22期

关键词：

D O I：

10.1016/S0957-4166(98)00432-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Baker's yeast reduction of (Z)-alpha-bromocinnamaldehyde 1 in the presence of absorbing resins allows the easy preparation of the corresponding saturated bromo-alcohol 2 in high yields and enantiomeric excess. The absolute configuration is assigned through conversion into the (R)-phenyl oxirane 3 and 1-phenyl-2-propanol 4 of (S) absolute configuration. The (R)-epoxide is transformed into 6, the pharmacologically active enantiomer of the appetite suppressant 2-benzylmorpholine, to which the (R) configuration is assigned. (C) 1998 Elsevier Science Ltd. All rights reserved.

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收藏

页码：4021 / 4026

页数：6

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