Partial synthesis of C-ring derivatives from oleanolic and maslinic acids.: Formation of several triene systems by chemical and photochemical isomerization processes

被引：33

作者：

García-Granados, A ^{[1
]}

López, PE ^{[1
]}

Melguizo, E ^{[1
]}

Parra, A ^{[1
]}

Simeó, Y ^{[1
]}

机构：

[1] Univ Granada, Fac Ciencias, Dept Quim Organ, E-18071 Granada, Spain

来源：

TETRAHEDRON | 2004年 / 60卷 / 07期

关键词：

oleanolic; maslinic; triterpene; diene; triene; isomerization;

D O I：

10.1016/j.tet.2003.12.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Some triterpenic compounds modified in C-ring were semi-synthesised from oleanolic acid contained in the solid waste of olive-oil pressing. The corresponding esters of oleanolic and maslinic acids rendered products with a diene system, which led to oleantrienes resembling previtamin D-2 by an electrocyclic reaction. Chemical and photochemical isomerization of these compounds yielded two different trienes with similar structure to tachysterol and vitamin D-2. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1491 / 1503

页数：13

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