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. 2014 Nov 18;50(89):13645-9.
doi: 10.1039/c4cc02276a.

Enantioselective hydroacylation of olefins with rhodium catalysts

Stephen K Murphy  1 , Vy M Dong
Affiliations

Enantioselective hydroacylation of olefins with rhodium catalysts

Stephen K Murphy et al. Chem Commun (Camb). .

Abstract

Over thirty years ago, James and Young reported the first enantioselective olefin hydroacylation by using rhodium catalysts. This viewpoint highlights the advances in this area, including 4-pentenal cyclisations, medium-ring syntheses, and intermolecular variants.

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Figures

Scheme 1
Scheme 1
Kinetic resolution of racemic 4-pentenals by hydroacylation.
Scheme 2
Scheme 2
Asymmetric cyclisation of 4-pentenals with cationic rhodium.
Scheme 3
Scheme 3
Asymmetric cyclisation of 4-pentenals with a P-olefin ligand.
Scheme 4
Scheme 4
Medium-ring formation using asymmetric hydroacylation.
Scheme 5
Scheme 5
Metal-organic cooperative catalysis for medium-ring synthesis.
Scheme 6
Scheme 6
Asymmetric hydroacylation of norbornadienes with salicylaldehydes.
Scheme 7
Scheme 7
Asymmetric hydroacylation of allenes.
Scheme 8
Scheme 8
Asymmetric hydroacylation of acrylamides.
Scheme 9
Scheme 9
Asymmetric hydroacylation of 1,5-hexadienes with salicylaldehydes.
Scheme 10
Scheme 10
Asymmetric hydroacylation of homoallylic sulphides with salicylaldehydes.
Scheme 11
Scheme 11
Asymmetric hydroacylation of cyclopropenes with salicylaldehydes.
See this image and copyright information in PMC

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