关于L-鼠李糖基化中的腈效应。
On the nitrile effect in L-rhamnopyranosylation.
作者信息
Crich David, Patel Mitesh
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607-7061, USA.
出版信息
Carbohydr Res. 2006 Jul 24;341(10):1467-75. doi: 10.1016/j.carres.2006.03.036. Epub 2006 Apr 27.
Abstract
It is shown that the use of 5% acetonitrile or propionitrile in dichloromethane functions to increase the beta-selectivity of a number of L-rhamnopyranosylation reactions conducted by the thioglycoside method with activation by the 1-benzenesulfinyl piperidine/trifluoromethanesulfonic anhydride couple. The use of more significant quantities of acetonitrile or propionitrile results in the formation of complex reaction mixtures containing little coupled product, but from which Ritter-type products can be isolated.
摘要
结果表明，在二氯甲烷中使用5%的乙腈或丙腈可提高通过硫代糖苷法、由1-苯基亚磺酰基哌啶/三氟甲磺酸酐组合活化进行的一些L-鼠李糖基化反应的β-选择性。使用更多量的乙腈或丙腈会导致形成复杂的反应混合物，其中耦合产物很少，但可以从中分离出里特型产物。
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