title: Enantioselective Assembly of Spirolactones through NHC-Catalyzed Remote γ-Carbon Addition of Enals with Isatins.
abstract: A chiral N-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] annulation of β-methyl substituted enals with isatins was developed to construct six-membered spirolactones bearing highly congested quaternary carbon stereocentersin good yields and high enantioselectivities. The strategy realized a challenging remote γ-carbon addition of enals and chiral control of β-methyl substituted enals in the presence of the NHC catalyst only.
authors.affiliation: Nano Science and Technology Institute, University of Science and Technology of China , 166 Ren Ai Road, Suzhou 215123, China.|CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Xianfeng
authors.initials: X
authors.lastname: Rong
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Hong
authors.initials: H
authors.lastname: Yao
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Wenjing
authors.initials: W
authors.lastname: Xia
authors.affiliation: Nano Science and Technology Institute, University of Science and Technology of China , 166 Ren Ai Road, Suzhou 215123, China.|CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Yonglei
authors.initials: Y
authors.lastname: Du
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhou
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D007510:Isatin / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D013148:Spironolactone / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; C030011:carbene; D013148:Spironolactone; D007510:Isatin; D008697:Methane
keywords: isatins; spirolactones; γ-carbon