Redox-Annulations of Cyclic Amines with <i>ortho</i>-Cyanomethylbenzaldehydes.

Paul, Anirudra; Chandak, Hemant S; Ma, Longle; Seidel, Daniel

Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

Paul, Anirudra; Chandak, Hemant S; Ma, Longle; Seidel, Daniel.

Afiliação

Paul A; Center for Heterocyclic Compounds, Department of Chemistry , University of Florida , Gainesville , Florida 32611 , United States.
Chandak HS; Department of Chemistry and Chemical Biology , Rutgers, The State University of New Jersey , Piscataway , New Jersey 08854 , United States.
Ma L; Department of Chemistry and Chemical Biology , Rutgers, The State University of New Jersey , Piscataway , New Jersey 08854 , United States.
Seidel D; Department of Chemistry and Chemical Biology , Rutgers, The State University of New Jersey , Piscataway , New Jersey 08854 , United States.

Org Lett ; 22(3): 976-980, 2020 02 07.

Article em En | MEDLINE | ID: mdl-31984752

RESUMO

Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with ortho-cyanomethylbenzaldehydes. These amine α-C-H bond functionalization reactions are promoted by acetic acid. The resulting ß-aminonitriles can be converted to the corresponding ß-aminoalcohols in diastereoselective fashion.

Assuntos

Amino Álcoois/síntese química; Benzaldeídos/química; Tetra-Hidroisoquinolinas/química; Ácido Acético/química; Amino Álcoois/química; Estrutura Molecular; Oxirredução; Estereoisomerismo

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Benzaldeídos / Tetra-Hidroisoquinolinas / Amino Álcoois Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Estados Unidos País de publicação: Estados Unidos

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