Synthesis and Reactions of Branched-chain Anhydrouloses with Push Pull Functionality

Autor: Mario Gomez Andreu, José Agustín Quincoces Suárez, Klaus Peseke, Helmut Reinke, Manfred Michalik
Rok vydání: 2000
Předmět:
Zdroj: Journal für praktische Chemie. 342:389-395
ISSN: 1521-3897
1436-9966
DOI: 10.1002/(sici)1521-3897(200004)342:4<389::aid-prac389>3.0.co;2-n
Popis: The α-oxoketene dithioacetal 1 was demethylthiolated with sodium borohydride to give the branched chain anhydroulose 2 which yielded with amines the corresponding aminomethylene enuloses 3, 4 and 5. The heterocyclic anellated pyranose derivatives 6, 7 and 8 were prepared by reaction of 2 with hydrazine hydrate, methylhydrazine and hydroxylamine, respectively. By treatment of methylthiomethylene enulose 18 with guanidine, acetamidine and benzamidine the pyrimidoanellated pyranose derivatives 12—14 have been obtained.
Databáze: OpenAIRE