Extremely efficient hydroboration of ketones and aldehydes by copper carbene catalysis

• Published in: Chemical communications (Cambridge, England) Vol. 52; no. 19; pp. 3844 - 3846
• Main Authors: Bagherzadeh, Sharareh, Mankad, Neal P.
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2016
• Subjects: Aldehydes; Carbenes; Catalysis; CATALYSTS; Chemistry; Chemistry, Multidisciplinary; CHLORIDES; Copper; COPPER OXIDE; ESTERS; Hydroboration; KETONES; Physical Sciences; Science & Technology; ASYMMETRIC CATALYSIS; HYDROSILYLATION; ESTERS; ENANTIOSELECTIVE REDUCTION; ZN(II) COMPLEX; CATECHOLBORANE; REACTIVITY; CARBONYL-COMPOUNDS; MECHANISTIC INSIGHT; METATHESIS

A readily available copper carbene complex, (IPr)CuOtBu, catalyses the hydroboration of ketones and aldehydes even at very low catalyst loadings (0.1 mol%), in some cases with turnover frequencies exceeding 6000 h (1). Carbonyl reduction occurs selectivitily in the presence of other reducible functi...