Direct anomeric substitution of pyranyl esters using organocopper reagents
โ Scribed by V. Bolitt; C. Mioskowski; J.R. Falck
- Book ID
- 104244927
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 189 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
2Substituted tetrahydropyrans were obtained by direct anomeric substitution of tetrahydropyranyl 2,4-dimethoxybenzoate, using Grignard-derived organocopper reagents. Tetrahydropyrans are common structural elements in terpenoids, pheromones, antibiotics, C-glycosides, and other biologically active natural productsl. Accordingly, numerous methods for their preparation have been exploreda. Nevertheless, procedures
๐ SIMILAR VOLUMES
swrunary Improved use of organocopper reagents provides a generaI route to unsynunetrical 2,2-diaZkyZchromanones and thiochromanones from chromones and thiochromones via a simple addition -oxidation -addition sequence
We have developed two new procedmea for the dtrect converston of e&are to secondary am&b. In our first procedure, secondary amides can be prepared in 8348% yield starting from glycol esters. Addition of Sn[NU'MS)~2 and a primary amine to the glycol ester generates an intermediate tin(III alkoxy amid