Enantiocontrolled synthesis of (S)-3-substituted cycloalkanones from (s)-2-(p-tolylsulfinyl)-2-cycloalkenones and diorganomagnesium reagents.

Gary H. Posner; Martin Hulce

Journal Article

Enantiocontrolled synthesis of (S)-3-substituted cycloalkanones from (s)-2-(p-tolylsulfinyl)-2-cycloalkenones and diorganomagnesium reagents.

Tetrahedron Letters (1984) 25(4) 379-382

DOI: 10.1016/S0040-4039(00)99888-5

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Abstract

By appropriate choice of reaction conditions, the same enantiomerically pure (S)-(+)-2-(p-tolylsulfinyl)cycloalkenone can be converted into either an (R)-or an (S)-3-substituted cycloalkanone in good to excellent enantiomeric purity. © 1984.

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Posner, G. H., & Hulce, M. (1984). Enantiocontrolled synthesis of (S)-3-substituted cycloalkanones from (s)-2-(p-tolylsulfinyl)-2-cycloalkenones and diorganomagnesium reagents. Tetrahedron Letters, 25(4), 379–382. https://doi.org/10.1016/S0040-4039(00)99888-5

Enantiocontrolled synthesis of (S)-3-substituted cycloalkanones from (s)-2-(p-tolylsulfinyl)-2-cycloalkenones and diorganomagnesium reagents.

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