Enantioselective construction of carbobicyclic scaffolds.
Allylic and benzylic Grignard reagents smoothly open phenylalkynyl-activated cyclic trisubstituted epoxides at the more substituted carbon atom to give secondary alcohols with a chiral quaternary center. These alcohols are good substrates for the construction of enantiomerically pure carbobicyclic scaffolds through intramolecular alkylation.
Taber
Douglass F
DF
Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA. taberdf@udel.edu
He
Yigang
Y
Xu
Ming
M
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D001643:Bridged Bicyclo Compounds; D004852:Epoxy Compounds