Regio- and stereoselectivity in the concatenated enyne cross metathesis–metallotropic [1,3]-shift of terminal 1,3-diyne

Enyne cross metathesis of terminal 1,3-diynes with various alkenes afforded two products of distinctive connectivity, as the result of a uniform mode of initiation but different modes of termination events with or without metallotropic -shift

Kung-Pern Wang; Eun Jin Cho; Sang Young Yun; Jee Young Rhee; Daesung Lee

2013

Key concepts

Scholarcy highlights

  • Enyne cross metathesis of terminal 1,3-diynes with various alkenes afforded two products of distinctive connectivity, as the result of a uniform mode of initiation but different modes of termination events with or without metallotropic-shift
  • Steric and electronic factors of the substituents on the 1,3-diynes play an important role in controlling the metallotropic-shift of the propagating alkylidene intermediates and their regioselective trapping to the final products

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