ChemInform Abstract: 4-endo-trig Cyclization Processes Using Bis(collidine)bromine(I) Hexafluorophosphate as Reagent: Preparation of 2-Oxetanones, 2-Azetidinones, and Oxetanes.
✍ Scribed by Fadi Homsi; Gerard Rousseau
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 38 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
1999 ring closure reactions ring closure reactions O 0130 25 -045 4-endo-trig Cyclization Processes Using Bis(collidine)bromine(I) Hexafluorophosphate as Reagent: Preparation of 2-Oxetanones, 2-Azetidinones, and Oxetanes.
-Oxetanones, azetidinones, and oxetanes are prepared in one step by treatment of the corresponding α,βunsaturated acids, α,β-unsaturated N-sulfonamides, or allylic alcohols with bis(collidine)bromine(I) hexafluorophosphate in CH 2 Cl 2 . The mechanism of this 4-endo-trig cyclizations is not yet clear. With the corresponding iodine(I) reagent only polymeric compounds are formed. The cyclizations proceed with complete diastereoselectivity for the appropriate compounds.
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