Addition of Bu3SnLi to tert-butanesulfinimines as an efficient route to chiral, nonracemic alpha-aminoorganostannanes.
[reaction: see text]. Addition of Bu3SnLi to tert-butanesulfinimines proceeds with high diastereoselectivities to provide the expected adducts in excellent yields and typically with dr = >99:1. These adducts are readily converted to enantiomerically enriched N-Boc-protected alpha-aminoorganostannanes with complete retention of configuration.
Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry (GWC)2, Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1.
Kevin W
KW
Kells
J Michael
JM
Chong