Stereoselective Alkylation and Aldol Reactions of (S)-(-)-β-Hydroxy-γ-butyrolactone Dianion

DOI: 10.1021/jo00334a054

Source and publish data:

Journal of Organic Chemistry p. 4319 - 4321 (1981)

Update date:2022-08-04

Topics:

Authors:

Shieh, Hong-Ming

Prestwich, Glenn D.

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Article abstract of DOI:10.1021/jo00334a054

The dianion of 3 reacts with alkyl halides to give exclusively trans-2-alkyl-3-hydroxy lactones and with aldehydes to give 2,3-trans-disubstituted lactones which exhibit erythro selectivity in the newly formed aldol moiety.

Full text of DOI:10.1021/jo00334a054

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