Chelation Control of Enolate Geometry. Acyclic Diastereoselection via the Enolate Claisen Rearrangement

DOI: 10.1021/jo00174a013

Source and publish data:

Journal of Organic Chemistry p. 5221 - 5228 (1983)

Update date:2022-08-05

Topics:

Authors:

Burke, Steven D.

Fobare, William F.

Pacofsky, Gregory J.

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Article abstract of DOI:10.1021/jo00174a013

The Ireland-Claisen rearrangements of a variety of O-protected allylic glycolate esters are described.Vicinal diastereoselectivities ranging from 7.2:1 to >20:1 were observed, indicating that chelation control of enolate geometry is operational in the con

Full text of DOI:10.1021/jo00174a013

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