An Organocatalysis Based Carbocyclic Spiroindoline Synthesis Enables Facile Structure-Activity Relationship (SAR) Study at C2 Position.
An asymmetric synthesis of carbocyclic spiroindoline by sequential Michael reaction and [3 + 2]-cycloaddition is described. This protocol demonstrates excellent enantio- and diastereoselectivity with broad functional group tolerance. A diverse range of spiroindolines were prepared by this approach, and the products served as ideal substrates for C2 derivatization.
Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
Yongsheng
Y
Zheng
Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
Jacob
J
Cleaveland
Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
David
D
Richardson
Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
Yu
Y
Yuan
D002384:Catalysis; D061565:Cycloaddition Reaction; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D007211:Indoles; D013141:Spiro Compounds