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A surprising effect of a 3-phenyl group on the stereochemistry of cyclopentanone enolate alkylation. Highly stereoselective organocopper 2,3-dialkylation of 2-cyclopentenones. Synthesis of sesquiterpene hydrocarbon (±)-laurene

✍ Scribed by Gary H. Posner; Carl M. Lentz


Book ID
104235499
Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
233 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis


The intermediates generated via diorganocopperlithium addition to a,B-ethylenic ke-tones can react with certain electrophiles to form a,B-dialkylated ketones 192 . This vicinal dialkylation has been used as an effective key step in synthesis of different complex organic structures including alkaloids3, sesquiterpenes 2f,4 and especially References