L-selectride as a general reagent for the O-demethylation and N-decarbomethoxylation of opium alkaloids and derivatives

被引:51
作者
Coop, A
Janetka, JW
Lewis, JW
Rice, KC
机构
[1] NIDDKD, Med Chem Lab, Bethesda, MD 20892 USA
[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/jo9801972
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Selectride was shown to be an efficient and general O-demethylating agent for the opium alkaloids and their derivatives and also an efficient reagent for the cleavage of methyl carbamates, thus offering a convenient method for the N-demethylation of opioids. Further, it was shown that by choice of reaction conditions it is possible to achieve both N-decarbomethoxylation and O-demethylation in one pot, or only render N-decarbomethoxylation in high yield without accompanying O-demethylation.
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页码:4392 / 4396
页数:5
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