Bifunctional Brønsted Base Catalyzed [3 + 3] Annulations of Indolin-2-imines and α,ß-Unsaturated Imides: An Enantioselective Approach to α-Carbolinones.
J Org Chem
; 85(15): 9454-9463, 2020 Aug 07.
Article
em En
| MEDLINE
| ID: mdl-32687362
ABSTRACT
Asymmetric construction of α-carbolinones with easily available starting materials has recently attracted considerable attention from the synthesis community, and the development of effective catalysis for this target is in great demand. Here, a bifunctional Brønsted base catalyzed asymmetric [3 + 3] cyclization of indolin-2-imines and α,ß-unsaturated N-acylated succinimides was developed by using the strategy of noncovalent bonding catalysis. With this organocatalytic protocol, a variety of tetrahydro-α-carbolinones bearing different substituents were synthesized with up to 99% yield and up to 964 er.
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MEDLINE
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En
Ano de publicação:
2020
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Article