A wealth of highly selective reactions may become accessible thanks to the approach described herein: A reactive functional group is placed on the inside of a bowl-shaped molecular skeleton; in this way, for example, dimerizations can be prevented, but reactions with added small molecules remain possible. The sulfenic acid 1 obtained from the corresponding S-butyl sulfoxide by pyrolysis is stable both in the solid state and in solution, and reacts smoothly with methyl propiolate and butanethiol.
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Goto et al. (1995) studied this question.
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