A New and Concise Synthesis of 3-Deoxy-D-arabino-2-heptulopyranosonic Acid (DAH) and Derivatives Through the Radical Chemistry of Barton Esters.
作者： D. H. R. BARTON , W. LIU
关键词: Radical 、 Sugar 、 Aqueous solution 、 Olefin fiber 、 Organic chemistry 、 Yield (chemistry) 、 Barium salt 、 Hydrolysis 、 Ethyl ester 、 Chemistry
摘要: Abstract Barton ester-based radical chemistry was applied in the synthesis of 3-deoxy-D- arabino -2-heptulopyranosonic acid ( DAH ) from commercial D-ribonolactone. The reaction with olefin 2 , followed by aqueous work-up, provided seven-carbon sugar compounds 5 and 6 (3:1) 60% yield. Removal isopropylidene groups hydrolysis ethyl ester yielded barium salt quantitatively.
sci-hub.se 参考文章(1)
Derek H.R. Barton, Wansheng Liu, A new and concise synthesis of 3-deoxy-D-arabino-2-heptulopyranosonic acid (DAH) and derivatives through the radical chemistry of Barton esters Tetrahedron Letters. ,vol. 38, pp. 367- 370 ,(1997) , 10.1016/S0040-4039(96)02331-3