RESIN ACIDS .17. SYNTHESIS OF 7- AND 11-OXYGENATED ABIETANES

被引:21
作者
HERZ, W
SCHMID, JJ
机构
[1] Department of Chemistry, Florida State University, Tallahassee
关键词
D O I
10.1021/jo01263a055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of methyl 13β-abiet-8-(9)-en-18-oate (4b) with t-butyl chromate is described. The structure and stereochemistry of the oxidation products has been elucidated and the conversion of some of them to methyl 11-oxo-13β-abietan-18-oate (17) is described. 17 and its 9β epimer 25 were obtained also by transformations of the epoxide of 4b. Hydroboration of 4b provides a simple route to 7-oxygenated abietanes. © 1969, American Chemical Society. All rights reserved.
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页码:3464 / &
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