Synthesis of 3-hydroxy-5-alkoxyhomophthalates by domino '2 : 1-coupling/intramolecular aldol condensation' reactions of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with tetraalkoxymethanes.
The first domino '2 : 1 condensation/intramolecular aldol' reactions of 1,3-bis(trimethylsilyloxy)-1,3-butadiene with tetraalkoxymethanes provide a convenient approach to 3-hydroxy-5-alkoxyhomophthalates. These products, which contain one free and one protected hydroxyl group, can be functionalized by palladium(0)-catalyzed cross-coupling reactions.
Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059, Rostock, Germany.
Mathias
M
Lubbe
Peter
P
Langer
D000447:Aldehydes / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D008697:Methane / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D002070:Butadienes; D010165:Palladium; C116609:3-hydroxybutanal; C031763:1,3-butadiene; D008697:Methane