123474-55-5Relevant academic research and scientific papers
Highly regioselective 3-hydroxyalkylations of boron 4-methoxy-2-furanolates: A new entry to 5-unsubstituted and 5-monosubstituted 3-acyl-4-o-methyl tetronates
Paintner,Allmendinger,Bauschke
, p. 2113 - 2118 (2001)
Boron 4-methoxy-2-furanolates generated in situ from 5-unsubstituted and 5-monosubstituted 4-O-methyl tetronates undergo highly regioselective 3-hydroxyalkylations with aldehydes to give 5-unsubstituted and 5-monosubstituted 3-acyl-4-O-methyl tetronates, respectively, in good overall yields after oxidation of the intermediate alcohols with 2-iodoxybenzoic acid.
A general method for the highly regioselective introduction of substituents into the 3-position of 5-unsubstituted 4-O-alkyl tetronates
Paintner, Franz F.,Allmendinger, Lars,Bauschke, Gerd
, p. 2735 - 2738 (2007/10/03)
A new, general method for the highly regioselective introduction of substituents into the 3-position of 5-unsubstituted 4-O-alkyl tetronates has been developed. 3-Lithiated 4-alkoxy-2-triisopropylsilyloxyfurans generated from the corresponding 3-iodoprecursors via halogen-metal exchange serve as key intermediates. Georg Thieme Verlag Stuttgart.
The Total Synthesis of Agglomerin A and (+/-)-Carolinic Acid. A General Method for the Preparation of 3-Acyl Tetronic Acids Via Direct Acylation of O-Methyl 3-Stannyl Tetronates
Ley, Steven V.,Trudell, Mark L.,Wadsworth, David J.
, p. 8285 - 8296 (2007/10/02)
A variety of O-methyl-3-acyl tetronates were prepared in good yield from the corresponding acid chlorides via a palladium catalyzed acylation of O-methyl 3-(tri-n-butylstannyl) tetronate 5.This new synthetic method was the exploited for the total synthesis of the novel antibiotic agglomerin A 3a, as well as the fungal metabolite (+/-)-carolinic acid 15.
