Oxygen transfer during the copper induced reaction of α,β-epoxy diazomethyl ketones
✍ Scribed by L. Thijs; B. Zwanenburg
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 363 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4020
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📜 SIMILAR VOLUMES
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
a,@-Epoxy ketones 2\_, upon treatment with two equivalents of trialkylstannylmethyllithium 1, afforded cyclopropanols 2 as a single product in acyclic system, and a mixture of cyclopropanols 2 and methylene 1,2-diols 2 in cyclic system. Under acidic conditions, the cyclopropanols gave p,y-unsaturate