- Cohalogenation of alkenes in ethylene oxide: Efficient methodology for the preparation of allyl vinyl ether precursors of γ,δ-unsaturated aldehydes
-
An investigation of the cohalogenation-dehydrohalogenation sequence as a method for the preparation of allyl vinyl ethers from simple olefins has been performed. Alkenes 1a-k react with bromide or chloride in the presence of ethylene oxide at -80°C to for
- Dulcere,Rodriguez
-
p. 399 - 405
(2007/10/02)
-
- Synthesis of Cyclic Ethers via Bromine Assisted Epoxide Ring Expansion
-
Neighbouring group participation by epoxide oxygen in the opening of bromonium ions results in the stereoselective synthesis of cyclic ethers. 9-Oxabicyclonon-4-ene gives trans, trans-2,6-dibromo-9-oxabicyclononane and trans,trans-2,5-dibromo-9-oxabicyclononane.Sequential bromination and Bu3SnH reduction converts 1,2-epoxyhex-5-ene into cis- and trans-2,5-dimethyltetrahydrofuran and 2-methyltetrahydropyran while (+)-cis-limonene oxide is converted into non-chiral cineole.
- Davies, Stephen G.,Polywka, Mario E. C.,Thomas, Susan E.
-
p. 1277 - 1282
(2007/10/02)
-
- LA COHALOGENATION DES OLEFINES DANS L'OXYDE D'ETHYLENE: NOUVEL ACCES AUX ETHERS VINYLALLYLIQUES.
-
Alkenes 1 a-i are converted in two step into the allyl vinyl ethers 3 a-i.The CLAISEN rearrangement of 3 a-i affords the corresponding γ,δ-unsaturated aldehydes.
- Rodriguez, J.,Dulcere, J.P.,Bertrand, M.
-
p. 4423 - 4424
(2007/10/02)
-