The Journal of Organic Chemistry

Breakdown of hemiorthothioamide tetrahedral intermediates derived from O, N-dimethyllactamium tetrafluoroborates

MK Kaloustian, RB Nader

Index: Kaloustian, Moses K.; Nader, Randa B. Journal of Organic Chemistry, 1981 , vol. 46, # 24 p. 5050 - 5052

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Citation Number: 7

Abstract

Summary: The sulfhydrolytic cleavage of 0, N-dimethylbutyrolactamium and 0, N- dimethylvalerolactamium tetrafluoroborates involves CN scission under kinetic control (61 “C, NaSH, Ac20, CHClJ but C-0 cleavage under thermodynamic control (27 “C, NaSH, acetone).

~99%

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