articleJournal of the American Chemical SocietyAug 20, 2003Closed access

A General Model for Selectivity in Olefin Cross Metathesis

California Institute of Technology

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Abstract

In recent years, olefin cross metathesis (CM) has emerged as a powerful and convenient synthetic technique in organic chemistry; however, as a general synthetic method, CM has been limited by the lack of predictability in product selectivity and stereoselectivity. Investigations into olefin cross metathesis with several classes of olefins, including substituted and functionalized styrenes, secondary allylic alcohols, tertiary allylic alcohols, and olefins with alpha-quaternary centers, have led to a general model useful for the prediction of product selectivity and stereoselectivity in cross metathesis. As a general ranking of olefin reactivity in CM, olefins can be categorized by their relative abilities to…

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Authors

4

Topics & keywords

Keywords
  • Chemistry
  • Metathesis
  • Allylic rearrangement
  • Steric effects
  • Olefin fiber
  • Reactivity (psychology)
  • Alkene
  • Selectivity
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