Diastereoselective Synthesis of N-tert-Butanesulfinylamines through Addition of p-Nitrobenzyl Chloride to N-tert-Butanesulfinimines Using a TDAE Strategy

Cédric Spitz (1) , Omar Khoumeri (1) , Thierry Terme (1) , Patrice Vanelle (1)

1 ICR - Institut de Chimie Radicalaire

An easy and efficient method of diastereoselective synthesis of N-tert-butanesulfinylamines using a TDAE strategy was developed. Good yields and diastereoselectivities were achieved using readily available N-tert-butanesulfinimines and commercially available p-nitrobenzyl chloride.

Keywords: N-tert-butanesulfinimines; diastereoselectivity; TDAE; addition; chiral auxiliary

Domains: Chemical Sciences

Cédric Spitz, Omar Khoumeri, Thierry Terme, Patrice Vanelle. Diastereoselective Synthesis of N-tert-Butanesulfinylamines through Addition of p-Nitrobenzyl Chloride to N-tert-Butanesulfinimines Using a TDAE Strategy. SYNLETT, 2013, ⟨10.1055/s-0033-1339178⟩. ⟨hal-01425566⟩