An Improved Synthesis of Homochiral Octalones from (-)-Carvone

DOI: 10.1016/S0957-4166(00)80166-4

Source and publish data:

Tetrahedron Asymmetry p. 633 - 636 (1993)

Update date:2022-08-04

Topics: Synthesis Oxidation IR spectroscopy Column chromatography Yield NMR spectroscopy Reduction Enantioselectivity Enantiomeric excess (ee) Recrystallization Ketone Protecting group Diastereomers Catalysis Chiral Auxiliary Ring-Closing Metathesis Grignard Reagent Homochiral

Authors:

Tenius, Beatriz S. M.

Oliveira, Eduardo R. de

Ferraz, Helena M. C.

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Article abstract of DOI:10.1016/S0957-4166(00)80166-4

A novel diastereoselective route to octalones 3 and 4 has been developed.The key step involves an asymmetric Michael addition of the corresponding chiral imine, derived from R-(+)-dihydrocarvone, to methyl vinyl ketone.

Full text of DOI:10.1016/S0957-4166(00)80166-4

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