2-(2-Oxo-1-phthalimidoethylidenyl)-1,3-dithiolane. An Unexpected Product from an Attempted Cleavage of a Dithiolane with Ceric Ammonium Nitrate

Autor:	C. S. Rooney, H. W. R. Williams
Rok vydání:	1977
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Hydrolysis Residue (chemistry) chemistry Organic Chemistry Organic chemistry Peptide Primary alcohol Semicarbazone Ceric ammonium nitrate Aldehyde Dithiolane
Zdroj:	Synthetic Communications. 7:201-213
ISSN:	1532-2432 0039-7911
Popis:	Currently, there is considerable interest in the synthesis of peptide derivatives bearing an aldehyde at the C-terminal position in place of the carboxyl group1,2. This interest may have arisen from, and been intensified by, the identification of several peptide aldehydes as products of microbiological fermentation broths3. Synthetic routes to this type of compound require considerable development. Conventional peptide synthetic procedures are not directly applicable to an unprotected amino aldehyde residue due to the reactivity of the latter. The general synthetic strategy will probably require the generation or unmasking of the aldehyde group as the last step in the preparation of such “peptidals”. Thus far the few syntheses published in this area have relied either on the hydrolysis of an aldehyde derivative such as a semicarbazone 3a, 4, or on the Pfitzner-Moffatt oxidation of a terminal primary alcohol group2.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::530a4011deb0e03cd63bf0b6f97ccee2 https://doi.org/10.1080/00397917708050737 Zobrazit plný text záznamu