Enantioselective [4 + 2]-Annulation of Oxadienes and Allenones Catalyzed by an Amino Acid Derived Phosphine: Synthesis of Functionalized Dihydropyrans.
An enantioselective [4 + 2]-annulation process between cyano-activated oxadienes and allenones is developed. An l-valine-derived phosphine was efficient in catalyzing the reaction, and a wide range of highly functionalized dihydropyrans were prepared in high yields and with excellent enantioselectivities.
Graduate School for Integrative Sciences & Engineering (NGS), Centre for Life Sciences (CeLS), National University of Singapore , #05-01, 28 Medical Drive, Singapore 117456 Singapore.|Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543 Singapore.
Huanzhen
H
Ni
Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543 Singapore.
Weijun
W
Yao
Chemistry Department, King Fahd University of Petroleum and Materials , Dhahran 31261, Saudi Arabia.
Abdul
A
Waheed
Chemistry Department, King Fahd University of Petroleum and Materials , Dhahran 31261, Saudi Arabia.
Nisar
N
Ullah
Graduate School for Integrative Sciences & Engineering (NGS), Centre for Life Sciences (CeLS), National University of Singapore , #05-01, 28 Medical Drive, Singapore 117456 Singapore.|Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543 Singapore.
Yixin
Y
Lu
D000466:Alkadienes / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000466:Alkadienes; D000596:Amino Acids; D007659:Ketones; D010720:Phosphines; D011714:Pyrans; C044646:phosphine