2-alkenoyl pyridine N-oxides, highly efficient dienophiles for the enantioselective Cu(II)-bis(oxazoline) catalyzed Diels-Alder reaction.
2-Alkenoyl pyridine N-oxides are introduced as a new kind of efficient dienophiles for the Cu(II)-bis(oxazoline) (BOX) catalyzed enantioselective Diels-Alder reaction affording higher reactivity and enantioselectivity (ee's up to 96%) than the corresponding nonoxidized 2-alkenoyl pyridines.
Barroso
Santiago
S
Departament de Química Orgànica, Facultat de Química, Universitat de València, C/Dr Moliner 50, E-46100 Burjassot, València, Spain.
Blay
Gonzalo
G
Pedro
José R
JR
D000475:Alkenes / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry; D002384:Catalysis; D002599:Chalcone / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D003517:Cyclopentanes / Q000737:chemistry; D007536:Isomerism; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*
D000475:Alkenes; D001372:Aza Compounds; D003517:Cyclopentanes; D010080:Oxazoles; D011725:Pyridines; C064210:oxazolidine; D002599:Chalcone; D003300:Copper; C013229:pyridine N-oxide