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• W2024553048 abstract "ABSTRACT: The well-known radical chemistry of the thiocarbonyl function has been expanded to include the concerted reaction between an O-acyl derivative of N-hydroxypyridine-2(1H)-thione (a Barton PTOC ester) and a sulfenamide. The atom-economical process spawned a carboxamide and an unsymmetrical disulfide of synthetic and biological value. The reaction was successfully applied to the synthesis of sterically encumbered, urethane-protected dipeptides. The oxidation-reduction technology pertaining to the disulfide-phosphine combination facilitated the generation of transient Barton PTOC esters, In conjunction with the appropriate benzenesulfenamide, the Barton PTOC ester of benzoyl-L-leucine was shown to preserve optical integrity according to the sensitive Young test, albeit at low temperature. However, the thermodynamic forces at play are powerful and, as a result, the yields were not compromised. In all but the sterically demanding instances, the parent free amine almost matched the reaction time, yield..." @default.
• W2024553048 created "2016-06-24" @default.
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• W2024553048 date "1997-01-01" @default.
• W2024553048 modified "2023-09-26" @default.
• W2024553048 title "New Reactions of the Thiocarbonyl Function. The Synthesis of Hindered Peptides" @default.
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• W2024553048 doi "https://doi.org/10.1080/10426509708545507" @default.
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