A PRACTICAL SYNTHESIS OF (R)-(E)-4-HYDROXYALK-2-ENAL AND (S)-(E)-4-HYDROXYALK-2-ENAL, CYTOTOXIC PRODUCTS OF THE MICROSOMAL LIPID-PEROXIDATION

被引：17

作者：

ALLEVI, P ^{[1
]}

ANASTASIA, M ^{[1
]}

CIUFFREDA, P ^{[1
]}

SANVITO, AM ^{[1
]}

机构：

[1] UNIV MILAN,DEPT MED CHEM & BIOCHEM,I-20133 MILAN,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)86245-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The chemical synthesis of some (S)- and (R)-(E)-4-hydroxyalk-2-enals, important products of lipid peroxidation (LPO), has been carried out via enantiomerically pure 2-benzoyloxyaldehydes, chiral key intermediates obtained from two diastereomeric diepoxides deriving from D-mannitol. These aldehydes were transformed into the final compounds by Wittig condensation with (formylmethylene)triphenylphosphorane and regeneration of the hydroxy group.

引用

页码：927 / 934

页数：8

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