
TY  - JOUR
A1  - Pyne, SG 
A1  - Dikic, B 
A1  - Skelton, BW 
A1  - White, AH 
T1  - Chiral Sulfur Compounds. XV. Diastereoselective Additions of Lithiated S-Benzyl-N-t-butyldiphenylsilyl-S-methyl-sulfoximine to Imines and Aldehydes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1992
VL  - 45
IS  - 5
SP  - 807
EP  - 822
KW  - 
UR  - https://doi.org/10.1071/CH9920807 
N2  - The lithium salt of racemic S-benzyl-N-t- butyldiphenylsilyl-S-methylsulfoximine (2) undergoes 1,2-addition to imines that have been activated by precomplexation with boron trifluoride diethyl etherate (BF3.Et2O), and aldehydes , with high diastereoselectivity. The relative lS*,2S.*,S*s stereochemistry of the major diastereomeric adducts of (2) and EtCH = NPh and PriCH = NPh , and the relative lS *,2S*,S*s stereochemistry of the major diastereomeric adduct of (2) and propanal were unequivocally determined by single-crystal X-ray structure analysis. An open transition state has been proposed to account for the stereochemical outcome of these reactions. 
ER  -

