Base-promoted reaction of dimethyl diazomethylphosphonate (1) with dialkyl and cyclic ketones in the presence of alcohols and of amines affords aldehydic enol ethers and enamines, respectively.
A novel route to alkanes, alcohols, and ethers by dehydrodimerization
โ Scribed by Stephen H. Brown; Robert H. Crabtree
- Book ID
- 104228084
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 222 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Alkanes, alcohols, and ethers can be conveniently synthesized by homo and cross dimerization using mercury photosensitization. The development of synthetic methods involving the selective activation of C-H bonds is of great current interest. 1 In a previous publication2 we outlined a convenient mercury-photosensitized3 reaction that selectively produces multigram quantities of alkanes, alcohols, and ethers. Many of the compounds are difficult to synthesize by alternate methods but are produced by this system from inexpensive and readily available starting materials (see Eq. l-5).
๐ SIMILAR VOLUMES
Silyl enol ethers are currently much interested in respect to the reaction of enolate anion, and many reports have been made on the formation and spectra of these compounds. 1 Little has been known, however, about the reactivity on the @-carbon of these compounds except trimethylsilylacetals. 2 We