1726-80-3Relevant articles and documents
LaIII-induced addition of tetrahydrofurfuryl alcohol, tetrahydropyran-2-ylmethanol, d-gluconate, methanol and ethanol to maleate
Quartey,Peters,Van Bekkum,Anthonsen
, p. 825 - 831 (2007/10/03)
LaIII-mediated Michael-type addition of tetrahydrofurfuryl alcohol (thfa) and tetrahydropyran-2-ylmethanol (thpm) to maleate 1, to form the corresponding alkoxybutanedioic acids in high yields (>89%) is described. Small amounts (5%) of the products from competitive addition of water were formed when hydrated salts were used. Larger amounts of water interfere with this reaction. The extension of this reaction to D-gluconate 3, methanol and ethanol, to prepare 2-[(D-gluconate)-2-O-yl]butanedioate 4, methoxybutanedioic acid 2e and ethoxybutanedioic acid 2f, has also been achieved. Acta Chemica Scandinavica 1996.