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Organocatalytic Asymmetric Synthesis of Bridged O , O ‐Ketals with Spirooxindole Motif
Author(s) -
Balha Megha,
Soni Chintan,
Pan Subhas Chandra
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900120
Subject(s) - chemistry , enantioselective synthesis , cinchonine , organocatalysis , amine gas treating , catalysis , stereochemistry , reaction conditions , combinatorial chemistry , organic chemistry
The first organocatalytic enantioselective synthesis of bridged O,O ‐ketals embedded with spirooxindoles has been developed. Dioxindoles and ortho ‐hydroxy‐benzylidene acetones were engaged as the reaction partners in this method. The desired products were obtained via epi ‐cinchonine primary amine catalyzed Michael reaction followed by ketal formation with TFA.