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 t
Ring opening reaction of epoxides with diphenyl phosphorazidate
β Scribed by Masanori Mizuno; Takayuki Shioiri
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 255 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Diphenyl phosphorazidate with 4-dimethylaminopyridine and lithium perchlorate opens epoxides regio-and stereoselectively to give O-diphenylphosphoryl vicinal azidohydrins. For the o~,13-epoxy ketones and esters, only the corresponding ~x-azidovinyl ketones and esters were directly obtained, respectively.
π SIMILAR VOLUMES
## Abstract Diphenyl phosphorazidate (DPPA) was used as the azide source in a oneβpot synthesis of 2,2βdisubstituted 3βaminoβ2__H__βazirines 1 (__Scheme 1__). The reaction with lithium enolates of amides of type 2, bearing two substituents at C(2), proceeded smoothly in THF at 0Β°; keteniminium azid
A6struct; Eu(dpm), [dpm: dipivaloylmetbanate] catalyzes the ring-opening reaction of epoxides with acyl halides affording the correspondii 2-habakyl esters. The stewochemical course was confirmed as frms-addition in the case of the reaction of cyclohexene oxide. 0 I 998 Elsevier Smnce Ltd.
## AlXll.Z& A series of epoxides from reaction of substituted deltacyclenes with metu-chloroperbenzoic acid are reported. These compounds were found to react with BFs.Et20 in MeOH/&O to yield ring-opened products. Rearrangements were noted in some cases depending on the substitution pattern. We