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
收藏
页码：449 / 452
页数：4
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