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

Crotti, Paolo; Di Bussolo, Valeria; Favero, Lucilla; Macchia, F.; Pineschi, Mauro

doi:10.1002/(SICI)1099-0690(199808)1998:8&lt;1675::AID-EJOC1675&gt;3.0.CO;2-B

The 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:	CROTTI, PAOLO DI BUSSOLO, VALERIA FAVERO, LUCILLA F. MACCHIA PINESCHI, MAURO mostra contributor esterni nascondi contributor esterni
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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