Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 15, Pages 5595-5598Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo900389m
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Funding
- Major State Basic Research & Development Program [2009CB825300]
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Polyfunctionalized (E)-haloalkylidene cyclic products were efficiently synthesized in moderate to excellent yields via a regio- and stereoselective X- (X = I or Br)-triggered ring-opening intramolecular trapping of cyclopropenes 1. The reaction can be used for construction of 4-7-membered products. The E-stereoselectivity of the exo-C=C bond is very high. The carbon-halogen bond in the exo-C=C bond may further be elaborated to prepare differently substituted cyclic products with a stereodefined C=C bond.
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