Catalytic enantioselective Nazarov cyclization: construction of vicinal all-carbon-atom quaternary stereocenters.
The diastereoselective asymmetric synthesis of vicinal all-carbon-atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.
Chemistry Department, University of Hawaii at Manoa, 2545 The Mall, Honolulu, HI 96822 (USA).
Anais
A
Jolit
Patrick M
PM
Walleser
Glenn P A
GP
Yap
Marcus A
MA
Tius
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D008958:Models, Molecular; D013237:Stereoisomerism
D002244:Carbon
Nazarov cyclization; asymmetric catalysis; chiral Brønsted acids; quaternary stereocenters