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An asymmetric nickel–chromium coupling toward the synthesis of Baylis–Hillman adducts

✍ Scribed by Francis G. Fang; Thomas E. Horstmann; Jonathan Therrien

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
341 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

An asymmetric nickel-chromium coupling strategy has been employed in the generation of enantioenriched Baylis-Hillman adducts with selectivities reaching >90% ee and in fair to moderate yields (up to 65%) using a chiral sulfonamide ligand. The reaction conditions appear to show reasonable generality and are compatible with both aromatic and aliphatic aldehydes. Utilizing such a strategy not only allows for the preparation of products which contain substitution at the b-position on the olefin but also allows for the separation of olefin isomers in this transformation.

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