Rh-Mediated Cyclopentane Construction Can Compete with β-Hydride Elimination: Synthesis of (+/-)-Tochuinyl Acetate

DOI: 10.1021/jo00028a011

Source and publish data:

Journal of Organic Chemistry p. 436 - 441 (1992)

Update date:2022-08-04

Topics:

Authors:

Taber, Douglass F.

Hennessy, Michael J.

Louey, James P.

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Article abstract of DOI:10.1021/jo00028a011

Rhodium(II) carboxylate catalyzed C-H insertion to form a cyclopentane is shown to compete effectively with β-hydride elimination, except when the β-hydrogen is ternary.Cyclization of diazo ester 27 gives 28, which is converted in three steps to (+/-)-toc

Full text of DOI:10.1021/jo00028a011

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