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A stereocontrolled synthesis of anti-2,5-disubstituted tetrahydrofurans

✍ Scribed by Sung Ho Kang; Sung Bae Lee

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
291 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis

AxG2,Sdisubstitutad tetrahydrofurans, in which one of the subetituents is 3'-furany group, have been derived from trans-4(3'-furanyl)_3-butenols 3-g by using iodine in diethyl ether in the presence of potassium carbonate at -78Β°C.

πŸ“œ SIMILAR VOLUMES

An expedient synthesis of 2,5-disubstitu
An expedient synthesis of 2,5-disubstituted-3-oxygenated tetrahydrofurans
✍ Caroline L. Nesbitt; Christopher S.P. McErlean πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 351 KB

Single enantiomer 2,5-disubstituted-3-oxygenated tetrahydrofurans are synthesized in as little as four steps from a commercially available epoxide. The key steps are homoallylic alcohol epoxidation, palladium-catalysed alkoxy-carbonylation-lactonisation and Mitsunobu inversion. The protocol is appli