Organocatalytic Enantioselective Alkylation of Pyrazol‐3‐ones with Isatin‐Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstituted Stereocenters | Zendy

Amr Fares Ibrahim | Zendy; Vila Carlos | Zendy; Blay Gonzalo | Zendy; Muñoz M. Carmen | Zendy; Pedro José R. | Zendy

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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 ).

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