Synthesis of 3-deoxyaldulosonic acid esters by one-carbon chain extension of glycal-derived lactone precursors
作者:Derek Horton、Mohamady Issa、Waldemar Priebe、Marcos L. Sznaidman
DOI:10.1016/0008-6215(93)84027-4
日期:1993.8
A convenient preparative route is described for 3-deoxyaldulosonic acids. Glycal precursors are oxidatively converted into 2-deoxyaldonolactones, which react with 1,3-dithian-2-yl anion to afford 1,3-propanediyl dithioacetals of higher 3-deoxyaldosuloses. Deprotection with mercuric salts in wet or dry alcohols gave high yields of the corresponding alkyl aldulosonates. Preparative reaction conditions
描述了用于3-脱氧醛酸的方便的制备途径。甘醇前体被氧化转化为2-脱氧醛内酯,其与1,3-二硫-2-基阴离子反应,得到高级3-脱氧醛糖醛的1,3-丙二基二硫缩醛。在湿的或干的醇中用汞盐进行脱保护得到了相应的烷基醛酸烷基酯的高产率。优化了制备反应条件,并通过13 C NMR建立了酮吡喃糖产物的端基构型。
Enantioselective reductions of 2-acyl-1,3-dithianes using the corey oxazaborolidine catalyst
作者:Michael P. DeNinno、Richard I. Perner、Linda Lijewski
DOI:10.1016/s0040-4039(00)88503-2
日期:1990.1
The enantioselective reduction of acyl dithianes has been achieved using the oxazaborolidine catalyst 1b. The dithiane group can then be hydrolyzed to the ketone or removed reductively.
TROST B. M.; HIROI K.; JUNGHEIM L. N., J. ORG. CHEM., 1980, 45, NO 10, 1839-1847
作者:TROST B. M.、 HIROI K.、 JUNGHEIM L. N.
DOI:——
日期:——
TAKEMURA, TETSUO;HOSOYA, YOSHIKO;MORI, NOBUO, CAN. J. CHEM., 68,(1990) N, C. 523-529
作者:TAKEMURA, TETSUO、HOSOYA, YOSHIKO、MORI, NOBUO
DOI:——
日期:——
DENINNO, MICHAEL P.;PEMER, RICHARD J.;LIJEWSKI, LINDA, TETRAHEDRON LETT., 31,(1990) N1, C. 7415-7418
作者:DENINNO, MICHAEL P.、PEMER, RICHARD J.、LIJEWSKI, LINDA