Enantioselective Reduction and Sulfenylation of Isoflavanone Derivatives via Bisguanidinium Hypervalent Silicate.
Org Lett
; 2024 Jul 12.
Article
em En
| MEDLINE
| ID: mdl-38996353
ABSTRACT
In this work, we describe an enantioselective reduction and sulfenylation of isoflavanone derivatives by an ion pair strategy. The chiral cationic catalyst bisguanidinium (BG) is capable of chiral induction in catalytic systems. Silane hydride works as a reductant and helps to form an anionic hypervalent silicate complex and intermediates with substrates to pair with chiral catalyst. A series of umpolung sulfur reagents accomplish electrophilic attack in the presence of a silicate anion. Both chemoselectivity and enantioselectivity are good to excellent to afford a wide scope of 4-oxo-4H-chromene-3-carbonitrile and S-electrophilic reagents. Further transformations were completed to introduce more applications.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2024
Tipo de documento:
Article