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The chemistry of D-gluconic acid derivatives. Part IV Synthesis and reactions of some 2-deoxy-D-hexonic acid derivatives, a new synthesis of 2-deoxy-D-arabino-hexose and some related compounds

โœ Scribed by Henk Regeling; Gordon J. F. Chittenden


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
649 KB
Volume
108
Category
Article
ISSN
0165-0513

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The 8-C-lithiated acrylamide 3A has been proven to be an ideal pyruvate 8-carbanion equivalent useful in a highly diastereoselective KDO synthesis. The starting material 3 was prepared from pyruvate diethyl acetal in four convenient steps. Direct lithiation with 2 equiv. of LDA generated the dilithi