Enantioselective synthesis of alpha-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations.
Enolate anions generated from norterpenyl bromides bearing oxazolidinone chiral auxiliaries at the chain termini underwent efficient, stereo-biased cyclizations to form 6- and 14-membered rings in novel synthetic routes to alpha-terpineol and nephthenol enantiomers.
Jin
Yinghua
Y
Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, IL 61801, USA.
Coates
Robert M
RM