Synfacts 2009(11): 1279-1279  
DOI: 10.1055/s-0029-1218115
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Organocatalytic Synthesis of Spiro[pyrrolidin-3,3′-oxindoles]

Contributor(s): Benjamin List, Ilija Èorić
X.-H. Chen, Q. Wei, S.-W. Luo, H. Xiao, L.-Z. Gong*
University of Science and Technology of China, Hefei and Chengdu Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
22 October 2009 (online)

Significance

An organocatalytic asymmetric synthesis of spirooxindole derivatives 5 via a three-component 1,3-dipolar cycloaddition of ­methyleneindolinones 2 with aldehydes 3 and amino esters 4 has been described. Chiral phosphoric acid 1 provided products in high yield with very high regiochemistry (5/6 generally >99:1) and high enantioselectivity.