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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-dihydrofuran

✍ Scribed by Paolo Crotti; Valeria Di Bussolo; Lucilla Favero; Franco Macchia; Mauro Pineschi

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
462 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

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

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