Stereoselective synthesis of quaternary carbons via the dianionic Ireland-Claisen rearrangement

DOI: 10.1021/ol5008422

Source and publish data:

Organic Letters p. 2458 - 2461 (2014)

Update date:2022-08-04

Topics:

Authors:

Crimmins, Michael T.

Knight, John D.

Williams, Philip S.

Zhang, Yan

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Article abstract of DOI:10.1021/ol5008422

A dianionic Ireland-Claisen rearrangement of chiral, nonracemic α-methyl-β-hydroxy allylic esters has been developed that proceeds with high diastereoselectivity and provides products containing three contiguous stereogenic carbons, including a quaternary center. The potential utility of the rearrangement for complex molecule synthesis is also demonstrated.

Full text of DOI:10.1021/ol5008422

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