Catalytic enantioselective Mannich-type reaction with beta-phenyl sulfonyl acetonitrile

Pedro B González; Rosa Lopez; Claudio Palomo

doi:10.1021/jo1005872

Catalytic enantioselective Mannich-type reaction with beta-phenyl sulfonyl acetonitrile

J Org Chem. 2010 Jun 4;75(11):3920-2. doi: 10.1021/jo1005872.

Authors

Pedro B González¹, Rosa Lopez, Claudio Palomo

Affiliation

¹ Departamento de Química Orgánica I, Facultad de Química, Universidad del País Vasco, Apdo. 1072, 20080 San Sebastián, Spain.

PMID: 20426457
DOI: 10.1021/jo1005872

Abstract

The organocatalytic addition of beta-phenyl sulfonyl acetonitrile 1 to either N-Boc-protected alpha-amido sulfones or imines allowed the synthesis of enantioenriched alpha-unsubstituted beta-amino nitriles through a Mannich-type reaction.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetonitriles / chemistry*
Catalysis
Imines / chemistry
Nitriles / chemical synthesis*
Stereoisomerism
Sulfones / chemistry*

Substances

Acetonitriles
Imines
Nitriles
Sulfones
acetonitrile