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ChemInform Abstract: Synthesis via Vinyl Sulfones. Part 79. Synthesis of a Family of Epoxyvinyltriflate Stereotetrads from 4-Hydroxycyclohex-2-en-1-one.

โœ Scribed by J. B. Evarts Jr.; P. L. Fuchs


Book ID
101880590
Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
30
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


Synthesis via Vinyl Sulfones. Part 79. Synthesis of a Family of Epoxyvinyltriflate Stereotetrads from 4-Hydroxycyclohex-2-en-1-one. -A strategy for the diastereoselective conversion of 4-hydroxycyclohex-2-en-1-one into tetraoxygenated cyclohexanone enol triflates of type (X) and (XI) is presented. The route involves epoxidation, rearrangement, and a second epoxidation. -(EVARTS JR.,


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Synthesis of a family of epoxyvinyltrifl
โœ J.B. Evarts Jr.; P.L. Fuchs ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 199 KB

4-Hydroxy cylohex-2-en-l-one can be converted into a family of highly oxygenated cyclohexyl epoxyvinyltriflates by epoxidation, rearrangement, and epoxidation. Furthermore, double stereoselection via Jacobsen epoxidation enables synthesis of compounds such as 20a which were previously very difficult