Regioselective α-Alkylation of Silyl Enolates using a Mild Catalyst- ZnCl2 Doped on Acidic Alumina

ZnCl 2 doped acidic alumina used as a solid support acts as a better Lewis acid in the SNl reaction of trimethyl silyl enol ethers with 3 0 , allylic and benzylic halides to yield exclusively the substituted product in excellent yields. This method has been employed for the synthesis of monocyclic s...

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Bibliographic Details
Published inSynthetic communications Vol. 29; no. 19; pp. 3439 - 3442
Main Authors Kad, G. L., Singh, Vasundhara, Khurana, Anupam, Chaudhary, Sangeeta, Singh, Jasvinder
Format Journal Article
LanguageEnglish
Published NEW YORK Taylor & Francis Group 01.01.1999
Marcel Dekker Inc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:ZnCl 2 doped acidic alumina used as a solid support acts as a better Lewis acid in the SNl reaction of trimethyl silyl enol ethers with 3 0 , allylic and benzylic halides to yield exclusively the substituted product in excellent yields. This method has been employed for the synthesis of monocyclic sesquitepene hydrocarbon, (±)-β-bisabolene and a monoterpene, 2,6-dimethyl-7-octen-4-one.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919908085973