The results obtained in the base-catalyzed intramol. cyclization of enolates derived from some representative 4,5-, 5.6-, and 6,7-epoxy ketones, e.g., I, and of the corresponding alkenes are discussed. The LHMDS/Sc(OTf)3 protocol on epoxy ketones appears to be a valuable tool for the stereoselective obtainment of the corresponding cyclic γ-hydroxy ketones (γ-HKs), e.g., II.
Regio- and Stereoselectivity in the Cyclization of Enolates Derived from 4,5- and 6,7-Epoxy-1-phenyl-1-alkanones. Competition Between C- and O-Alkylation
DI BUSSOLO, VALERIA;FAVERO, LUCILLA;PINESCHI, MAURO;
1999-01-01
Abstract
The results obtained in the base-catalyzed intramol. cyclization of enolates derived from some representative 4,5-, 5.6-, and 6,7-epoxy ketones, e.g., I, and of the corresponding alkenes are discussed. The LHMDS/Sc(OTf)3 protocol on epoxy ketones appears to be a valuable tool for the stereoselective obtainment of the corresponding cyclic γ-hydroxy ketones (γ-HKs), e.g., II.File in questo prodotto:
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