TY - JOUR T1 - Highly efficient enantioselective construction of bispirooxindoles containing three stereocenters through an organocatalytic cascade Michael-cyclization reaction. AU - Wu,Hao, AU - Zhang,Li-Li, AU - Tian,Zhi-Qing, AU - Huang,Yao-Dong, AU - Wang,Yong-Mei, Y1 - 2012/12/18/ PY - 2012/09/10/received PY - 2012/11/08/revised PY - 2012/12/21/entrez PY - 2012/12/21/pubmed PY - 2013/7/31/medline SP - 1747 EP - 53 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 19 IS - 5 N2 - Bispirooxindole derivatives containing three stereocenters, including two spiro quaternary centers, were synthesized in a high-yielding, atypically rapid, and stereocontrolled cascade Michael-cyclization reaction between methyleneindolinones and isothiocyanato oxindoles catalyzed by a bi- or multifunctional organocatalyst. Mild conditions were used to construct bispirooxindoles with excellent enantio- and diastereomeric purities within less than 1 min. Catalyst reconfiguration offered access to the opposite enantiomer. This exceptionally highly efficient procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/23255327/Highly_efficient_enantioselective_construction_of_bispirooxindoles_containing_three_stereocenters_through_an_organocatalytic_cascade_Michael_cyclization_reaction_ L2 - https://doi.org/10.1002/chem.201203221 DB - PRIME DP - Unbound Medicine ER -