A Chiral Bipyridyl Alcohol for Catalytic Enantioselective Nozaki–Hiyama–Kishi Allylation of Aldehydes and Ketones

Publisher: John Wiley & Sons Inc

ISSN: 1615-4150

Source: ADVANCED SYNTHESIS & CATALYSIS, Vol.357, Iss.5, 2015-03, pp. : 961-966

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Abstract

A class of bipyridyl alcohol ligands has been developed. A catalyst synthesized using a chromium(II)‐ligand promotes the enantioselective Nozaki–Hiyama–Kishi (NHK) allylation of aldehydes and ketones with allylic halides. The allylation of various aromatic, α,β‐unsaturated, and aliphatic aldehydes and ketones produces the desired homoallylic alcohols in satisfactory yields (up to 98%) and high enantioselectivities (up to 99% ee). The present method can be applied widely and affords an efficient means of obtaining chiral homoallylic alcohols.