Organocatalytic cascade Michael/Michael reaction for the asymmetric synthesis of spirooxindoles containing five contiguous stereocenters

• Published in: Chemical communications (Cambridge, England) Vol. 52; no. 36; pp. 6162 - 6165
• Main Authors: Zhao, Bo-Liang, Du, Da-Ming
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2016
• Subjects: Adducts; Asymmetry; Cascades; catalytic activity; chemical compounds; chemical reactions; Chemistry; Chemistry, Multidisciplinary; Construction; Michael reaction; Physical Sciences; Science & Technology; Stereoselectivity; Synthesis (chemistry); Transformations; OXINDOLES; DOMINO REACTIONS; ACID; ALPHA-ALKYLIDENE SUCCINIMIDES; ENANTIOSELECTIVE CONSTRUCTION; 1,3-DIPOLAR CYCLOADDITION

A bifunctional squaramide-catalyzed Michael/Michael cascade reaction for the construction of five-membered spirooxindoles was developed. This reaction afforded the corresponding products with five contiguous stereocenters including a quaternary center in good to excellent yields (up to 93%) with exc...