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Diversity‐Oriented Synthesis of 2,5‐Disubstituted Tetrahydrofurans Based on a “Cyclization‐Hydrogenation‐Substitution” Strategy
Author(s) -
Freifeld Ilia,
Holtz Edith,
Dahmann Georg,
Langer Peter
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600209
Subject(s) - chemistry , tetrahydrofuran , nucleophilic substitution , hydroxymethyl , substitution (logic) , organic chemistry , medicinal chemistry , solvent , computer science , programming language
A variety of (tetrahydrofuran‐2‐yl)acetates have been prepared based on hydrogenation and subsequent nucleophilic substitutions of 2‐alkylidene‐5‐(hydroxymethyl)tetrahydrofurans. The latter are readily available by cyclization of 1,3‐dicarbonyl dianions (“free dianions”) with epibromohydrin. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)