One-pot approach to chiral chromenes via enantioselective organocatalytic domino oxa-Michael-aldol reaction.
A highly enantioselective (S)-diphenylpyrrolinol triethylsilyl ether promoted tandem oxa-Michael-aldol reaction of alpha,beta-unsaturated aldehydes with salicylaldehydes has been developed; the method affords one-pot access to chiral and synthetically useful chromenes in high yields and high enantioselectivities from readily available compounds.
Li
Hao
H
Department of Chemistry, University of New Mexico, Albuquerque, NM 87131, USA.
Wang
Jian
J
E-Nunu
Timiyin
T
Zu
Liansuo
L
Jiang
Wei
W
Wei
Shaohua
S
Wang
Wei
W
D000171:Acrolein / Q000031:analogs & derivatives* / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D001578:Benzopyrans / Q000138:chemical synthesis*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D013237:Stereoisomerism
D000447:Aldehydes; D001578:Benzopyrans; C013243:salicylaldehyde; D000171:Acrolein; C012843:cinnamaldehyde