Imaging Science and Photochemistry ›› 2014, Vol. 32 ›› Issue (5): 455-462.DOI: 10.7517/j.issn.1674-0475.2014.05.455

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Solid-state Asymmetric Photochemistry of Bicyclo[3.1.0] hexyl Ketone Carbonyl Derivatives

LI Bing, XIA Wujiong   

  1. Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, Heilongjiang, P. R. China
  • Received:2014-07-09 Revised:2014-07-15 Online:2014-09-15 Published:2014-09-15

Abstract:

Bicyclohexyl[3.1.0] ketone carbonyl derivatives was synthesized from 2,5-norbornadiene, irradiation with UV in the solid state afforded the Norrish type Ⅱ cleavage product. Asymmetric photochemical studies using ionic chiral auxiliary technique led to the enantioselectivity as high as 75%.

Key words: asymmetric synthesis, chiral auxiliary, solid state photochemistry, Norrish Ⅱ