Article ID Journal Published Year Pages File Type
1348225 Tetrahedron: Asymmetry 2006 5 Pages PDF
Abstract

The catalytic enantioselective addition of different organozinc reagents, such as diethylzinc, or in situ generated phenylzinc derivatives to simple ketones was accomplished using titanium tetraisopropoxide and supported chiral ligands derived from trans-1-phenylsulfonylamino-2-isoborneolsulfonylamidocyclohexane, to give the corresponding tertiary alcohols with enantioselectivities up to >99%. A simple and efficient procedure for the synthesis of the disulfonamide monomeric ligand and the corresponding polymerization is described.

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N-{2-(2-Hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethanesulfonylamino)cyclohexyl}-4-vinylbenzenesulfonamideC24H36N2O5S2Ee = 100%[α]D25=+20.1 (c 1.1, CHCl3)Source of chirality: (+)-10-camphorsulfonyl chloride

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Physical Sciences and Engineering Chemistry Inorganic Chemistry
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