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Chemistry ; 14(7): 2145-52, 2008.
Article in English | MEDLINE | ID: mdl-18081110

ABSTRACT

Enantioselective C--C bond formation to 2-pyridinesulfonylimines afforded products with good enantioselectivity. Dynamic induction of chirality on the sulfur by coordination of a chiral Lewis acid to the pyridine nitrogen and one of the prochiral sulfonyl oxygens induces enantioselectivity. Since the 2-pyridinesulfonyl group can easily be removed after the reaction, it acts not only as an activating group but also as an efficient stereocontroller.


Subject(s)
Carbon/chemistry , Imines/chemical synthesis , Pyridines/chemistry , Sulfones/chemistry , Sulfones/chemical synthesis , Imines/chemistry , Molecular Structure , Stereoisomerism
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