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The Synthesis of P-Stereogenic MOP Analogues and their use in Rhodium Catalysed Asymmetric Addition

Lookup NU author(s): Dr Lee HighamORCiD

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Abstract

The synthesis is reported of novel P-stereogenic binaphthyl substituted monophosphines via a short five-step synthesis using a nickel coupling reaction with separation of the borane-protected diastereomeric products. Extensive coordination studies of these ligands with a number of well-known metal precursors were performed to more effectively understand their behaviour during catalysis.These ligands and some previously reported P-stereogenic ligands were tested in the rhodium catalysed asymmetric addition of phenyl boronic acid to napthaldehyde. These studies in asymmetric catalysis were used to compare the chiral induction of ligands that combine both axial and central chirality with ligands lacking P-stereogenicity.

Publication metadata

Author(s): Clarke EF, Rafter E, Müller-Bunz H, Higham LJ, Gilheany DG

Publication type: Article

Publication status: Published

Journal: Journal of Organometallic Chemistry

Year: 2011

Volume: 696

Issue: 23

Pages: 3608-3615

Print publication date: 26/08/2011

ISSN (print): 0022-328X

ISSN (electronic): 1872-8561

Publisher: Elsevier SA

URL: http://dx.doi.org/10.1016/j.jorganchem.2011.08.010

DOI: 10.1016/j.jorganchem.2011.08.010

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