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Organocatalytic Enantioselective Alkylation of Pyrazol‐3‐ones with Isatin‐Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstituted Stereocenters
Author(s) -
Amr Fares Ibrahim,
Vila Carlos,
Blay Gonzalo,
Muñoz M. Carmen,
Pedro José R.
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600036
Subject(s) - enantioselective synthesis , chemistry , stereocenter , isatin , vicinal , pyrazolones , alkylation , thiourea , yield (engineering) , organocatalysis , squaramide , organic chemistry , stereochemistry , catalysis , materials science , metallurgy
A quinine‐derived thiourea catalysed the enantioselective addition of 4‐substituted pyrazolones to isatin‐derived ketimines, providing a variety of aminooxindole‐pyrazolone adducts containing congested vicinal tetrasubstituted stereocentres with excellent outcomes (up to 98% yield, >20:1 dr and 98% ee ).