Abstract
A tandem disulfide reduction-Michael addition was developed using both free and polymer-bound triphenylphosphine as the reducing agent. The procedure was applied to intermolecular systems for the synthesis of arylsulfanyl- and alkylsulfanyl-substituted propanoates and related ketones, and to an intramolecular system for the synthesis of a benzothiazepinone derivative.
Key words
Michael additions - reductions - thiols - triphenylphosphine - benzothiazepinones
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15 The 1 H NMR spectra of the isolated products confirmed the presence of a free hydroxy group as we would expect for compounds derived by thiol addition. The thiol moiety of 4-sulfanylphenol is the strongest and the most-reactive nucleophile in the compound as it has a pK
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[1 ]
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1 H NMR spectra in accordance with data reported in the Wiley Subscription Services Inc., USA.