Guo Rui, Mo Xueling, Zhang Guozhu
State Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry , Center for Excellence in Molecular Synthesis, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road , Shanghai 200032 , P. R. China.
Org Lett. 2019 Mar 1;21(5):1263-1267. doi: 10.1021/acs.orglett.8b03973. Epub 2019 Feb 12.
A rhodium-catalyzed tandem reaction of alkynyl cyclobutanols with salicylaldehydes has been developed. The reaction offers a new and atom-economical approach for the selective preparation of multisubstituted 2-(2-oxo-2-phenylethyl)cyclopentanone in high yields under mild reaction conditions with tolerance of a broad range of substituted alkynyl cyclobutanols and salicylaldehyes. The isolation of intermediate suggests that the reaction proceeds through a sequential process of intermolecular hydroacylation and semipinacol rearrangement.
已开发出一种铑催化的炔基环丁醇与水杨醛的串联反应。该反应提供了一种新的、原子经济的方法，可在温和的反应条件下，以高产率选择性制备多取代的2-(2-氧代-2-苯乙基)环戊酮，且对多种取代的炔基环丁醇和水杨醛具有耐受性。中间体的分离表明该反应通过分子间氢酰化和半频哪醇重排的顺序过程进行。
