Tetrahedron

Synthesis of carba analogs of 6-O-(benzyl)-D-allal-and-D-galactal-derived allyl epoxides and evaluation of the regio-and stereoselective behavior in nucleophilic …

…, L Checchia, L Favero, M Pineschi, G Uccello-Barretta…

文献索引：Di Bussolo, Valeria; Frau, Ileana; Checchia, Lorenzo; Favero, Lucilla; Pineschi, Mauro; Uccello-Barretta, Gloria; Balzano, Federica; Roselli, Graziella; Renzi, Gabriele; Crotti, Paolo Tetrahedron, 2011 , vol. 67, # 25 p. 4696 - 4709

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被引用次数: 10

摘要

Abstract The new racemic diastereoisomeric epoxides 6α and 6β, the carba analogs of the corresponding d-galactal-and d-allal-derived allyl epoxides have been synthesized and their regio-and stereoselective behavior examined in addition reactions with model O-, C-, N- , and S-nucleophiles. The results have indicated that epoxide 6β has a pronounced tendency toward anti-1, 2-addition, whereas epoxide 6α shows interesting levels of syn- ...