CHEMISTRY OF TERPENES .X. OXIDATION OF (+)-CAR-3-ENE WITH CHROMIUM TRIOXIDE

被引:21
作者
CARSON, MS
COCKER, W
GRAYSON, DH
SHANNON, PVR
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 16期
关键词
D O I
10.1039/j39690002220
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidation of (+)-car-3-ene with chromium trioxide affords a range of neutral oxidation products similar to that obtained when permanganate is the oxidant. 8-Hydroxy-m-cymene is the major product when 'unbuffered' chromium trioxide in acetone is used. (+)-Car-3-en-2-one is formed only in traces. The ketol, (+)-3β-hydroxy-trans-caran-4-one, also a product of oxidation of (+)-car-3-ene, comprises over 80% of the neutral products of reaction of (+)-α-3,4-epoxycarane with chromium trioxide in pyridine.
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页码:2220 / &
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