ChemInform Abstract: Ring Opening Reaction of Epoxides with Diphenyl Phosphorazidate.
β Scribed by Masanori Mizuno; Takayuki Shioiri
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 34 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
1999 cleavage reactions, decomposition reactions, pyrolysis cleavage reactions, decomposition reactions, pyrolysis O 0100 48 -056 Ring Opening Reaction of Epoxides with Diphenyl Phosphorazidate. -Epoxides (I) and (IV) undergo regio-and stereoselective reaction with diphenyl phosphorazidate (II) in the presence of DMAP and LiClO 4 . Vicinal azidohydrins such as (III) and (V) are obtained as products. For Ξ±,Ξ²-unsaturated carbonyl compounds [cf. (VI)] only the corresponding Ξ±-azidovinyl derivatives (VII) are isolated.
-(MIZUNO, MASANORI; SHIOIRI, TAKAYUKI;
π SIMILAR VOLUMES
Lanthanoid-Catalyzed Ring-Opening Reaction of Epoxides with Acyl Halides. -Eu(dpm) 3 is found to be the best reagent for ring-opening reaction of epoxides with acyl halides. In the case of cyclohexene oxide (I), a trans addition produces (III) stereoselectively. Propylene oxide affords a mixture of
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