Copper-Catalyzed β-Boration of α,β-Unsaturated Carbonyl Compounds: Rate Acceleration by Alcohol Additives
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- 23 September 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (21) , 4887-4889
- https://doi.org/10.1021/ol061955a
Abstract
The efficient addition of bis(pinacolato)diboron to α,β-unsaturated carbonyl compounds with a copper−diphosphine catalyst has been carried out. A dramatic rate acceleration of the reaction was realized by adding alcohol additives. With use of this procedure, a variety of α,β-unsaturated carbonyl compounds including conjugated substrates at the acid oxidation level such as esters and nitriles were reacted to give to the corresponding β-boryl carbonyl compounds in high yields.Keywords
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