Mun Soungyun, Lee Ji-Eon, Yun Jaesook
Department of Chemistry and Institute of Basic Science, Sungkyunkwan University, Suwon 440-746, Korea.
Org Lett. 2006 Oct 12;8(21):4887-9. doi: 10.1021/ol061955a.
[reaction: see text] The efficient addition of bis(pinacolato)diboron to alpha,beta-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 alpha,beta-unsaturated carbonyl compounds including conjugated substrates at the acid oxidation level such as esters and nitriles were reacted to give to the corresponding beta-boryl carbonyl compounds in high yields.
[反应：见正文] 使用铜-二膦催化剂已实现双（频哪醇合）二硼向α,β-不饱和羰基化合物的有效加成。通过添加醇添加剂实现了反应速率的显著加快。采用此方法，多种α,β-不饱和羰基化合物，包括处于酸氧化水平的共轭底物如酯和腈，反应后以高产率得到相应的β-硼基羰基化合物。
