Nickel(0)/N-Heterocyclic Carbene-Catalyzed Asymmetric [2+2+2] Cycloaddition of Two Enones and an Alkyne: Access to Cyclohexenes with Four Contiguous Stereogenic Centers

作者:Kumar Ravindra; Tokura Hiromu; Nishimura Akira; Mori Tadashi; Hoshimoto Yoichi; Ohashi Masato; Ogoshi Sensuke*
来源:Organic Letters, 2015, 17(24): 6018-6021.
DOI:10.1021/acs.orglett.5b02983

摘要

A nickel(0)/chiral N-heterocyclic carbene (NHC)-catalyzed fully intermolecular, enantioselective [2 + 2 + 2] cycloaddition of two enones and an alkyne has been developed to access enantioenriched cyclohexenes. A single diastereomer was obtained with a successive generation of four contiguous stereogenic centers. The absolute configuration of cyclohexene derivative 3aa was determined by X-ray diffraction and circular dichroism (CD) spectral studies.

  • 出版日期2015-12-18