Asymmetric organocatalytic three-component 1,3-dipolar cycloaddition: control of stereochemistry via a chiral Brønsted acid activated dipole.
A Brønsted acid catalyzed three-component asymmetric 1,3-dipolar addition reaction between aldehydes, amino esters, and dipolarophiles by a new bisphosphoric acid, derived from the linked BINOL, furnished multiply substituted pyrrolidines in high yield with excellent enantioselectivities under mild conditions.
Chen
Xiao-Hua
XH
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
Zhang
Wen-Quan
WQ
Gong
Liu-Zhu
LZ
D000447:Aldehydes / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D004952:Esters / Q000737:chemistry*; D008956:Models, Chemical; D010756:Phosphoric Acids / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000447:Aldehydes; D000596:Amino Acids; D004952:Esters; D010756:Phosphoric Acids; D011759:Pyrrolidines