A Bridged Tetrahydrophosphole Ylide Derived from 9-Phenylphosphabicyclononane: A Reagent for E-Selective Wittig Reactions

DOI: 10.1021/jo00060a001

Source and publish data:

Journal of Organic Chemistry p. 1985 - 1986 (1993)

Update date:2022-07-30

Topics:

Authors:

Vedejs, E.

Peterson, M. J.

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Article abstract of DOI:10.1021/jo00060a001

The bicyclic ylide 4 reacts with aldehydes to afford the E-alkenes.Selectivity is 94 - 6percent E for unbranched aldehydes, but the selectivity decreases with increasing α-branching.Ylide 4 is the first E-selective, nonstabilized ylide that allows efficient utilization of the P-alkyl substituent.

Full text of DOI:10.1021/jo00060a001

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