Enantioselective Construction of Spirocyclic Oxindole Derivatives with Multiple Stereocenters via an Organocatalytic Michael/Aldol/Hemiacetalization Cascade Reaction

• DOI: 10.1021/acs.orglett.6b00873
• Publication Date: 2016-05-04T15:21:13Z
• Authors: Luyi Zhu; Qiliang Chen; Dan Shen; Weihao Zhang; Cong Shen; Xiaofei Zeng; Guofu Zhong
• Keywords: 01 natural sciences; 0104 chemical sciences

An efficient organocatalytic Michael/aldol/hemiacetalization cascade reaction for construction of enantioenriched spirocyclic oxindoles fused with tetrahydropyrane has been developed. The desired highly functionalized 5',6'-dihydro-2'H,4'H-spiro[indoline-3,3'-pyran]-2-one derivatives containing multiple stereogenic centers were obtained in moderate to high chemical yields and with high stereoselectivities.