Organometallics

Stereochemical aspects of sulfur dioxide insertion into 2-cyclohexenylstannanes

D Young, W Kitching

Index: Young, David; Kitching, William Organometallics, 1988 , vol. 7, p. 1196 - 1201

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Citation Number: 8

Abstract

Sulfur dioxide insertion into a range of (4-alkylcyclohex-2-enyl)-,(5-alkylcyclohex-2-enyl)-, and (6-al-kylcyclohex-2-eny1) stannanes has been studied for the solvents chloroform and methanol, and the reaction proceeds y-regiospecifically (with allylic rearrangement) to provide the 0-sulfiiate. For chloroform solvent, syn stereospecificity was observed (and hence sulfur dioxide insertion is less sensitive to steric factors than trifluoroacetolysis) ...