On the nitrile effect in L-rhamnopyranosylation
On the nitrile effect in L-rhamnopyranosylation
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DOI:
10.1016/j.carres.2006.03.036
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发表时间:
2006-07-24
影响因子:
3.1
通讯作者:
Patel, Mitesh
中科院分区:
文献类型:
--
作者:
Crich, David;Patel, Mitesh
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. (c) 2006 Elsevier Ltd. All rights reserved.