ChemInform Abstract: Photochemical Rearrangement of 2-Phenylthio-3-aminocyclohexanols. New Access to Deoxyazasugars and Their Derivatives.
β Scribed by D. GRAVEL; A. AMOOZADEH; Y. WANG
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 29 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Photochemical
Rearrangement of 2-Phenylthio-3aminocyclohexanols.
New Access to Deoxyazasugars and Their Derivatives.
-Photoinduced regioselective rearrangement of carbocyclic 2-phenylthio amino alcohol (I) leads to the formation of deoxyazasugar (II). Under acidic dehydration conditions the dehydropiperidine derivative (III) is formed. Further transformations of (II) and (III) provide access to variously substituted derivatives such as the piperidine (IV) and the ring-opened aminosulfoxides (V) and (VI). -(GRAVEL, D.
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