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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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