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Regiospecific alkylation of enolate ions in liquid ammonia-tetrahydrofuran

โœ Scribed by Binkley, Edward S.; Heathcock, Clayton H.

Book ID
127354040
Publisher
American Chemical Society
Year
1975
Tongue
English
Weight
657 KB
Volume
40
Category
Article
ISSN
0022-3263

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It was found that in tetrahydrofuran solution, predominance (99.2%) of the highly stabilized Meyers enolate (1,5-dimethylpyrrolidin-2-one lithium enolate (1)) isomer with intramolecular Li-p C C coordination from the endo-face (Ct-endo) may be responsible for exceedingly high endo-selectivity in Mey