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

作者：Fang Francis G; Horstmann Thomas E^*; Therrien Jonathan

来源：Tetrahedron Letters, 2010, 51(16): 2151-2153.

DOI：10.1016/j.tetlet.2010.02.078

• Baylis-Hillman
• Nickel-chromium-mediated coupling
• Asymmetric
• Enantioselectivity

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 beta-position on the olefin but also allows for the separation of olefin isomers in this transformation.

• 出版日期2010-4-21