Oxidation of several triterpenic diene and triene systems.: Oxidative cleavage to obtain chiral intermediates for drimane and phenanthrene semi-synthesis

被引：19

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 / 17期

关键词：

triterpene; oxidative cleavage; oleanolic; maslinic; chiral synthon;

D O I：

10.1016/j.tet.2004.03.008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An exhaustive oxidation study has been made with ozone, MCPBA and/or NaIO4/RuCl3 of several triterpenic diene and triene compounds from oleanolic and maslinic acids obtained from olive-oil pressing. Through several oxidative cleavages of the opened C-ring of these oleantrienes, different significant decalin-type chiral synthons were achieved. These sesquiterpene and nor-sesquiterpene products are of great interest because by means of several simple reactions they could lead to drimane, phenanthrene and tricyclic triterpene compounds. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3831 / 3845

页数：15

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