Stereospecific Oxidation of Diacetoxyheterobetulin with Ozone and Dimethyldioxirane

被引：0

作者：

Khusnutdinova, El'mira F. ^{[1
]}

Medvedeva, Natalya I. ^{[1
]}

Kazakov, Dmitri V. ^{[1
]}

Kukovinets, Olga S. ^{[1
]}

Lobov, Alexander N. ^{[1
]}

Suponitsky, Kirill Yu. ^{[2
]}

Kazakova, Oxana B. ^{[1
]}

机构：

[1] Russian Acad Sci, Ufa Inst Chem, 71 Prospect Oktyabrya, Ufa 450054, Russia

[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, 28 Vavilova St,V-334,GSP-1, Moscow 119991, Russia

来源：

NATURAL PRODUCT COMMUNICATIONS | 2016年 / 11卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

Triterpenoids; Oleanane; Ursane; Taraxastane; Allobetulin; Synthesis; Oxidation; Ozone; Dimethyldioxirane; Selectivity; TRITERPENOIDS; DERIVATIVES; OZONOLYSIS; EFFICIENT;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Stereospecific oxidation of diacetoxyheterobetulin with ozone and dimethyldioxirane led to 3 beta,28-diacetoxy-18 alpha,19 beta H-urs-20 alpha,21 alpha-epoxide with yields of 79% and 87%, respectively. Oxidation with ozone was not selective and gave two minor products containing 21 alpha-hydroxy-20(30)-ene and 21 alpha-hydroxy-20 beta,28-epoxy- fragments in ring E. The structures of 3 beta,28-diacetoxy-18 alpha,19 beta H-urs-20 alpha,21 alpha-epoxide and 3 beta-diacetoxy-21 alpha-hydroxy-20 beta,28-epoxy-18 alpha,19 beta H-ursane were confirmed by X-ray analysis for the first time.

引用

页码：449 / 452

页数：4

共 24 条

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