DIASTEREOSELECTIVE CONJUGATE ADDITION APPROACH TO PICENADOL AND OXYGENATED ANALOGS

被引：0
|
作者：
MARTINELLI, MJ
PETERSON, BC
HUTCHISON, DR
机构：
来源：
HETEROCYCLES | 1993年 / 36卷 / 09期
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D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Horner-Emmons-Wadsworth reaction with 1,3-dimethyl-4-piperidone in water afforded an exocyclic enone, with minimal deconjugation of the double bond. Copper catalyzed conjugate addition with an aryl Grignard reagent then afforded an adduct with high stereo control. Wolff-Kisch ner reduction and deprotection proceeded to provide picenadol (1) in excellent overall yield. Access to oxygenated analogues of picenadol was also accomplished with this approach.
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页码：2087 / 2097
页数：11
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