A Stereospecific Synthesis of 3,3-Disubstituted Allylic Alcohols. The Intermolecular Pinacol Cross-Coupling Reaction between α,α-Disubstituted α-(Diphenylphosphinoyl)acetaldehydes (Ph2P(O)CR1R2CHO) and Saturated Aldehydes

DOI: 10.1021/jo00311a002

Source and publish data:

Journal of Organic Chemistry p. 5924 - 5926 (1990)

Update date:2022-07-29

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Authors:

Park, Jeonghan

Pedersen, Steven F.

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Article abstract of DOI:10.1021/jo00311a002

High diastereofacial selectivity is observed in the intermolecular pinacol cross-coupling of α,α-disubstituted α-(diphenylphosphinoyl)acetaldehydes with saturated aldehydes.The diols obtained from these reactions are converted to (E)-allylic alcohols via a Horner-Wittig elimination reaction.

Full text of DOI:10.1021/jo00311a002

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