Eliminative fission of hydroxythietanes: transition structures for cleavage of 4-membered rings

DJ Young, CJM Stirling

Index: Young, David J.; Stirling, Charles J. M. Journal of the Chemical Society, Chemical Communications, 1987 , # 8 p. 552 - 553

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Abstract

Pathways in nucleophilic fission of hydroxythietanes are determined by the oxidation state of sulphur; for eliminative fission, activation parameters, substituent effects, and comparison with unstrained analogues all suggest a greater degree of ring cleavage in the transition structure for thietanes than for cyclobutanes.