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New silicon-mediated ring expansion of n-sized conjugated cycloalkenones into homoallylic n+3 lactones

โœ Scribed by Mark A. Hatcher; Kristina Borstnik; Gary H. Posner


Book ID
104253956
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
256 KB
Volume
44
Category
Article
ISSN
0040-4039

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New synthetic methodology for ring expan
โœ Gary H Posner; Qiang Wang; Bethany A Halford; Jeffrey S Elias; John P Maxwell ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 74 KB

Under the influence of Lewis acidic boron trifluoride-diethyl etherate, epoxides are activated sufficiently to undergo rapid nucleophilic opening by ketone enolate ions at -78ยฐC, forming useful g-lactols. Application of this protocol to n+3 ring expansion features one-flask, multicomponent, sequent