Rearrangement and cyclization reactions of α,β-epoxy diazomethyl ketones catalyzed by boron trifluorioe
✍ Scribed by A.C. Brouwer; L. Thijs; B. Zwanenburg
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 224 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
a.B-Epoxy diazomethyl ketones, a class of compounds that recently became a-vailable1'2, possess two functional groups sensitive to acidic reagents. In a previous paper' we showed that with proton acids the primary reaction takes place at the diazomethyl ketone moiety, e.g. hydrogen chloride in ether produces cc.B-epoxy chloromethyl ketones. This communication deals with the reaction of a,8-epoxy diazomethyl ketones with BF S.EtZO as acidic reagent. As will be demonstrated in this case the primary reaction occurs chemospecifically at the epoxide function.
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