4.8 Article

Asymmetric synthesis of trifluoromethylated allylic amines using α,β-unsaturated N-tert-butanesulfinimines

Journal

ORGANIC LETTERS
Volume 3, Issue 18, Pages 2847-2850

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol010134x

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[GRAPHICS] The trifluoromethide ion generated in situ from TMSCF3 and TBAT (tetrabutylammonium triphenyldifluorosilicate), as well as TMAF (tetramethylammonium fluoride), adds to the alpha,beta -unsaturated hkert-butanesulfinimines exclusively in a 1,2 fashion with high diastereoselectivities, affording the first examples of chiral trifluoromethylated allylic amines.

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