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Synthesis of 2-substituted 3-formyl-5-methoxy-tetrahydrofurans from 2,5-dimethoxytetrahydrofuryl-3-carbinols

โœ Scribed by L. Yu. Brezhnev; M. M. Vartanyan; A. V. Khandin


Publisher
Springer US
Year
1991
Tongue
English
Weight
190 KB
Volume
27
Category
Article
ISSN
0009-3122

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An expedient synthesis of 2,5-disubstitu
โœ Caroline L. Nesbitt; Christopher S.P. McErlean ๐Ÿ“‚ Article ๐Ÿ“… 2009 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 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