Enantioselective Ring Opening of Aza and Oxabicyclic Alkenes with Dimethylzinc.
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.
Lautens
M
Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
Hiebert
S
Renaud
JL