Copper(II)-bis(oxazoline) catalyzed asymmetric Diels-Alder reaction with alpha'-arylsulfonyl enones as dienophiles.
Alpha'-arylsulfonyl enones are efficient bidentate dienophiles for the Cu(II)-bis(oxazoline) catalyzed enantioselective Diels-Alder reaction with a number of dienes, affording the corresponding products with good to high enantiomeric excesses. The resulting products can be alkylated and the sulfone removed, so alpha'-arylsulfonyl enones can be regarded as surrogates of simple monodentate enones, which are poor dienophiles with this catalytic system.
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
Al-Midfa
Lina
L
Muñoz
M Carmen
MC
Pedro
José R
JR
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry*; D011090:Polyenes / Q000737:chemistry; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*
D007659:Ketones; D009942:Organometallic Compounds; D010080:Oxazoles; D011090:Polyenes; D013450:Sulfones; D003300:Copper