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Synfacts 2011(2): 0164-0164
DOI: 10.1055/s-0030-1259339
DOI: 10.1055/s-0030-1259339
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Intermolecular Hydroacylation of Homoallylic Sulfides
M. M. Coulter, K. G. M. Kou, B. Galligan, V. M. Dong*
University of Toronto, Canada
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
19. Januar 2011 (online)

Significance
Asymmetric hydroacylations are extremely atom-economic reactions for the preparation of chiral ketones starting from alkenes and aldehydes. The intermolecular hydroacylation of terminal olefins usually gives the linear (achiral) products or mixtures of regioisomers. Herein, an intermolecular asymmetric and heteroatom-directed rhodium-catalyzed hydroacylation between salicylaldehydes 1 and homoallylic sulfides 2 has been developed. The methodology allows the formation of α-branched isomers 3 in excellent regio- and enantioselectivities.