Enantioselective intramolecular cyclization of alkynyl esters catalyzed by a chiral Broensted base

An enantioselective intramolecular cyclization reaction of alkynyl esters was developed, which employs a Broensted base catalyst generated in situ from a chiral Schiff base and t-BuOK. This reaction is a rare example of the enantioselective intramolecular addition of simple ester enolates to alkynes...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-04, Vol.52 (33), p.5726-5729
Main Authors: Kondoh, Azusa, Tran, Hoa Thi Quynh, Kimura, Kyoko, Terada, Masahiro
Format: Article
Language:English
Subjects:
Alkynes
Catalysis
Catalysts
Chemical reactions
Esters
Schiff bases
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Summary:An enantioselective intramolecular cyclization reaction of alkynyl esters was developed, which employs a Broensted base catalyst generated in situ from a chiral Schiff base and t-BuOK. This reaction is a rare example of the enantioselective intramolecular addition of simple ester enolates to alkynes under Broensted base catalysis.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc01690a