The synthesis of δ-hydroxy allylic phosphine oxides by palladium(II)-catalysed allylic acetate transposition

Jonathan Clayden, Stuart Warren*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

9 Citations (Scopus)

Abstract

Palladium(II)-catalysed allylic acetate transposition, when driven by the diphenylphosphinoyl (Ph2PO) group, is regiospecific (acetate moves away from the Ph2PO group), stereoselective (the new double bond is E), and stereospecific (the acetate moves suprafacially across the allyl system). The rearranged acetates can be hydrolysed to δ-hydroxy allylic phosphine oxides which are useful intermediates in a variety of synthetic methods.

Original languageEnglish
Pages (from-to)2913-2923
Number of pages11
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number23
Publication statusPublished - 1 Dec 1993

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