Lewis acid-catalyzed asymmetric diels-alder reactions using chiral sulfoxide ligands: chiral 2-(arylsulfinylmethyl)-1,3-oxazoline derivatives.
New chiral sulfoxide-1,3-oxazoline ligands have been developed as chiral ligands for Lewis acid-catalyzed asymmetric Diels-Alder reactions. The use of chiral sulfinyl 1,3-oxazoline ligands in copper(II)-catalyzed asymmetric Diels-Alder reactions provided an endo cycloadduct as a major product with moderate enantioselectivity. A rationale is proposed for the mechanism of the asymmetric induction.
Watanabe
Kazuhiro
K
Tohoku Pharmaceutical University, Sendai, Miyagi, Japan.
Hirasawa
Takashi
T
Hiroi
Kunio
K
D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D010080:Oxazoles / Q000737:chemistry*; D013057:Spectrum Analysis; D013237:Stereoisomerism; D013454:Sulfoxides / Q000737:chemistry*
D000143:Acids; D010080:Oxazoles; D013454:Sulfoxides