Synthesis of tetrahydrofurans by regio- and stereoselective cyclization of epoxyalcohols using magnesium halide
β Scribed by Michinori Karikomi; Shigeru Watanabe; Yukino Kimura; Tadao Uyehara
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 60 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
The behaviour in acid media of hydroxy selenides and hydroxy sulfides (la-c and l'a-c) was investigated. The protection of the primary hydroxyl group in compounds la and l'a allowed the stereoselective synthesis of a substituted tetrahydrofuran ring, whereas compounds lb-c and l'b-c gave an efficien
## Abstract Starting from the enantiopure 2βalkenyl sulfoximines 4/5 and __epi__β4/5, a oneβpot procedure has been developed for the synthesis of triβ and tetrasubstituted tetrahydrofuran derivatives with excellent control of all relevant aspects of their structural description. The cyclization of