Stereoselective Synthesis of Highly Substituted γ-Lactones by Diastereoselective Alkylation of (α-Benzenesulfonyl) Derivatives with Unusual Facial Selectivity

DOI: 10.1021/jo00105a027

Source and publish data:

Journal of Organic Chemistry p. 8081 - 8091 (1994)

Update date:2022-09-26

Topics: Stereoselective synthesis Diastereoselective alkylation Facial selectivity

Authors:

Rodriguez, Carmen M.

Martin, Tomas

Ramirez, Miguel A.

Martin, Victor S.

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Article abstract of DOI:10.1021/jo00105a027

The oxidation of α-(phenylthio) γ-lactones obtained by the base-induced cyclization of enantiomerically enriched γ-<(phenylthio)acyl>-α,β-unsaturated esters to sulfones in those cases where the α-carbon has an available proton and further basic alkylation

Full text of DOI:10.1021/jo00105a027

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Product name:Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-4-butyl-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

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