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Brønsted Acid‐Catalyzed Enantioselective Synthesis of Isatin‐ Derived N , S ‐Acetals
Author(s) -
Beceño Christian,
Chauhan Pankaj,
Rembiak Andreas,
Wang Ai,
Enders Dieter
Publication year - 2015
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.201401155
Subject(s) - isatin , chemistry , enantioselective synthesis , enantiopure drug , brønsted–lowry acid–base theory , phosphoric acid , nucleophile , catalysis , organocatalysis , organic chemistry , combinatorial chemistry
The enantioselective organocatalytic nucleophilic addition of thiols to isatin‐derived ketimines has been developed utilizing only 1 mol% of an enantiopure BINOL‐derived phosphoric acid. The new protocol provides a series of isatin‐derived N , S ‐acetals in high yields (up to 98%) and high enantioselectivities (up to 93% ee ).