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Synlett 1996; 1996(3): 237-238
DOI: 10.1055/s-1996-5387
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Photochemical Initiated Cleavage of Carbon-Sulfur Bond in 1,3-Dithiolane, 1,3-Oxathiolane, 5-Oxo-1,3-oxathiolane, 1,3-Thiazolidine Derivatives and Asymmetric 1,2-Induction with N(Substituted) α-Aminoalkyl Radicals1

Maurice Lesage, Prabhat Arya*
  • *Steacie Institute for Molecular Sciences, National Research Council Canada, Ottawa, Ontario, K1A 0R6, CANADA
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Publikationsdatum:
31. Dezember 2000 (online)

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Carbon centered radicals are generated from 1,3-dithiolane (1-3), 1,3-oxathiolane (4, 6), 5-oxo-1,3-oxathiolane (5, 7) and 1,3-thiazolidine derivatives (8-17) under photochemical initiated reaction conditions using tris(trimethylsilyl)silane as a free radical mediator. In examples 14 to 17, N(substituted)-α-aminoalkyl radicals have been subjected to asymmetric 1,2-induction for the reduction reaction.