Extremely efficient hydroboration of ketones and aldehydes by copper carbene catalysis

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...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 52; no. 19; pp. 3844 - 3846
Main Authors Bagherzadeh, Sharareh, Mankad, Neal P.
Format Journal Article
LanguageEnglish
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
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Summary: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 functional groups including alkenes, nitriles, esters, and alkyl chlorides.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc09162d