10.1021/ol201696y.s001
Yolanda Arroyo
Yolanda
Arroyo
M. Ascensión Sanz-Tejedor
M. Ascensión
Sanz-Tejedor
Inés Alonso
Inés
Alonso
José L. García-Ruano
José L.
García-Ruano
Synthesis of Optically Pure <i>vic</i>-Sulfanyl Amines Mediated by a Remote Sulfinyl Group
American Chemical Society
2011
Li
Mediated
Pure
stereochemical results
Optically
PMP
CPCM model
desulfinylation
benzylcarbanion
derivative
Gaussian 09 program
Synthesi
Remote Sulfinyl GroupEnantiomerically
DFT
mPW 1PW level
syn
stereoselective manner
Theoretical studies
aldimine
Amine
2011-09-02 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Synthesis_of_Optically_Pure_i_vic_i_Sulfanyl_Amines_Mediated_by_a_Remote_Sulfinyl_Group/2618269
Enantiomerically pure <i>syn</i>-1,2-diaryl-1,2-sulfanylamine derivatives can be obtained in a completely stereoselective manner by reaction of the benzylcarbanion Li-(<i>S</i>)-<b>1</b> with <i>N</i>-phenyl (or PMP)-arylidene aldimines and further desulfinylation with <i>t</i>-BuLi. Theoretical studies at the DFT (mPW1PW91) level with the CPCM model, by using the Gaussian09 program, provide a good explanation for the stereochemical results.