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Enantioselective Ring Opening of Aza and Oxabicyclic Alkenes with Dimethylzinc
Authors:Lautens  Hiebert  Renaud
Institution:Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
Abstract:A system for efficient, asymmetric alkylative ring opening of azabenzonorbornadienes and 2.2.1] and 3.2.1] oxabicyclic alkenes was developed. The use of Pd(CH(3)CN)(2)Cl(2) and chiral phosphinooxazoline ligands gives the dihydronaphthalenes, cyclohexenols, and cycloheptenols in excellent yields and enantiomeric excesses.
Keywords:
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