Synthesis and design of bifunctional phosphine catalysts for the asymmetric Morita Baylis Hillman reaction (MBH)

Karen Patricia Smith, Fei Liu

Research output: Chapter in Book/Report/Conference proceedingOther chapter contribution

Abstract

MBH is an atom efficient reaction that provides densely functionalised adducts and generates a chiral centre [1,2]. The reaction can be extremely slow and is highly substrate dependant. An appropriately positioned protic functional group within the catalyst is essential for enantioselectivity. Our aim is to establish the catalytic activity of a series of chiral [2’-diphenylphosphinoyl-[1,1]-binaphthyl] amine derivatives for the Morita-Baylis-Hillman reaction. Two synthetic approaches will be evaluated starting with 2,2’dibromo-1,1-binaphthyl; amine functionality will be introduced either through a Buchwald-Harwig [4] strategy or an intermolecular Staudinger [5] reaction.
Original languageEnglish
Title of host publicationProceedings of the NZIC 2006
Subtitle of host publicationback to the basics : from small molecules to materials and surfaces
EditorsMatthias Lein
Place of PublicationRotorua, New Zealand
PublisherThe New Zealand Institute of Chemistry
Pages86-87
Number of pages2
VolumeII
ISBN (Print)9780473118549
Publication statusPublished - 2006
EventNew Zealand Institute of Chemistry Conference - Rotorua, New Zealand
Duration: 2 Dec 20066 Dec 2006

Conference

ConferenceNew Zealand Institute of Chemistry Conference
CityRotorua, New Zealand
Period2/12/066/12/06

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