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Synthesis and Ring??Opening Reactions of the Diastereoisomeric cis??and trans??Epoxides Derived from 3??(Benzyloxy) cyclopentene and 2??(Benzyloxy)??2, 5?? …

…, V Di Bussolo, L Favero, F Macchia…

文献索引:Crotti, Paolo; Bussolo, Valeria Di; Favero, Lucilla; Macchia, Franco; Pineschi, Mauro European Journal of Organic Chemistry, 1998 , # 8 p. 1675 - 1686

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被引用次数: 22

摘要

Abstract The regiochemical outcome of the ring-opening of epoxides bearing remote polar functionalities has been established in the case of carbocyclic (1 and 2) and the corresponding furanosidic (3 and 4) title epoxides. Under standard conditions, the regioisomeric C-1 products are the sole (from trans epoxides 2 and 4) or predominant (from cis epoxides 1 and 3) ring-opening products. However, under chelating conditions, and ...