ChemInform Abstract: α-Sulfinyl-Substituted Radicals. Part 1. Stereoselective Radical Addition Reactions of Cyclic α-Sulfinyl Radicals.
Abstract
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ChemInform Abstract
Enantiomerically pure 3-oxo-2-(1-phenylethyl)-5-isothiazolidinyl 1-oxide radicals, prepared from the 5-phenylseleno compound (III), undergo addition reactions with the (2-alkenyl)tributylstannanes (IV) to give the 5-(2-alkenyl)-2-(1-phenylethyl)-3-isothiazolidone 1-oxides (V) and (VI) with predominance of the former. The diastereoselectivity of these radical additions proves to depend on the hydrogen bridging ability of the solvent. Further examples are described in the original paper.