STEREOSELECTIVE IODOLACTONIZATION OF ACYCLIC UNSATURATED 3-HYDROXYACIDS

DOI: 10.1016/S0040-4039(01)82994-4

Source and publish data:

Tetrahedron Letters p. 4611 - 4614 (1981)

Update date:2022-09-26

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Authors:

Chamberlin, A. Richard

Dezube, Milana

Dussault, Patrick

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Article abstract of DOI:10.1016/S0040-4039(01)82994-4

A stereoselective method for preparing 3-hydroxy-4-alkyl-γ-lactones is reported.Iodolactonization of 3-hydroxy-4-alkenoic acids produces predominantly the thermodynamically less stable 3,4-cis products, which undergo methanolysis to threo-epoxyalcohols.

Full text of DOI:10.1016/S0040-4039(01)82994-4

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