Asymmetric Wittig reaction of chiral arsonium ylides - I. Asymmetric olefination of 4-substituted cyclohexanones

Wei Min Dai, Jinlong Wu, Xian Huang

Research output: Contribution to journalJournal Articlepeer-review

41 Citations (Scopus)

Abstract

Asymmetric Wittig-type olefination of 4-substituted cyclohexanones with chiral ligand-modified stable arsonium ylides has been examined. The 8-phenylmenthol-derived chiral arsonium ylide of 4 reacted with prochiral ketones 9a-d at -15°C to give the 4-substituted cyclohexylideneacetates 11a-d in 58-69% yield and in up to 80% diastereomeric excess (de).

Original languageEnglish
Pages (from-to)1979-1982
Number of pages4
JournalTetrahedron Asymmetry
Volume8
Issue number12
DOIs
Publication statusPublished - 27 Jun 1997
Externally publishedYes

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