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2005
Sulfonation
O 0245
03- 059
Sulfur Dioxide Mediated One-Pot, Three- and Four-Component Syntheses of
Polyfunctional Sulfonamides and Sulfonic Esters: Study of the Stereoselectivity of
the Ene Reaction of Sulfur Dioxide. — The ene reaction of SO2 with enoxysilanes or
with allylsilanes generates silyl sulfinates. Subsequent bromination or chlorination affords the corresponding sulfonyl halides which react with amines or alcohols to give
sulfonamides and sulfonic esters, respectively. The reaction of enoxysilanes or allylsilanes with SO2 in the presence of 1-oxy- or 1,3-dioxy-1,3-dienes followed by halogenation and amidation provides polyfunctional derivatives with up to three stereogenic
centers. — (BOUCHEZ, L. C.; DUBBAKA, S. R.; TURKS, M.; VOGEL*, P.; J. Org.
Chem. 69 (2004) 19, 6413-6418; Inst. Chem. Sci. Eng., Swiss Fed. Inst. Technol.,
CH-1015 Lausanne, Switz.; Eng.) — Klein
2005
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