220209-79-0Relevant academic research and scientific papers
Highly stereoselective reduction of acyclic α-sulfinyl ketimines: Synthesis of enantiomerically pure β-aminosulfoxides
Garcia Ruano, Jose L.,Cifuentes, Marta M.,Lorente, Antonio,Rodriguez Ramos, Jesus H.
, p. 4607 - 4618 (2007/10/03)
The DIBAL reduction of enantiomerically pure α-sulfinyl ketimines can be achieved almost completely stereoselectively under ZnX2 catalysis, regardless of the alkyl or aryl substituent at nitrogen and the aliphatic (cyclic or acyclic) or aromati
Enantiomerically pure 2-alkyl and 2,3-dialkylaziridines from 2- sulfinylimines
Garcia Ruano, Jose L.,Lorente, Antonio,Rodriguez Ramos, Jesus H.
, p. 9765 - 9768 (2007/10/03)
A new entry to optically pure azifidines from N-p-methoxyphenyl derivatives of 2-p-tolylsulfinylketimines is reported. The highly stereoselective reduction of the imines with DIBAL-H/ZnX2 yielded the corresponding sulfinyl amines, which can be transformed info the N-Cbz derivatives through a two-step sequence involving reaction with BnO2CCl and subsequent oxidation with CAN. These compounds were easily transformed into optically pure aziridines by reduction of the sulfinyl group, further methylation at sulfur, and final cyclization with base.
