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EnglishThe regiochem. outcome of the ring-opening of epoxides bearing remote polar functionalities was established in the case of carbocyclic and furanosidic epoxides I (X = O, CH2). Under std. conditions, the regioisomeric C(1) products are the sole (from trans epoxides) or predominant (from cis epoxides) ring-opening products. However, under chelating conditions, and only in the case of the cis epoxides, a consistent increase in C(2) selectivity is unexpectedly obsd.
| Autori interni: | |
| Autori: | CROTTI P; V. DI BUSSOLO; L. FAVERO; F. MACCHIA; M.PINESCHI |
| Titolo: | Regiochemical Control of the Ring Opening of Epoxides by Means of Chelating Processes. 13. Synthesis and Ring-Opening Reactions of the Distereoisomeric cis- and trans Epoxides Derived from 3-(Benzyloxy)cyclopentene and 2-(Benzyloxy)-2,5-dihydrofuran |
| Anno del prodotto: | 1998 |
| Digital Object Identifier (DOI): | 10.1002/(SICI)1099-0690(199808)1998:8<1675::AID-EJOC1675>3.0.CO;2-B |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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http://hdl.handle.net/11568/205160
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