Formal synthesis of (+)3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via desymmetrization by ring-closing metathesis
Formal synthesis of (+)3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via desymmetrization by ring-closing metathesis
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DOI：
10.1021/ol006887l
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发表时间：
2001-01-25
期刊：
影响因子：
5.2
通讯作者：
Voight, EA
中科院分区：
文献类型：
--
作者：
Burke, SD;Voight, EA
[GRAPHICS]Formal synthesis of the naturally occurring deaminated sialic acid KDN, a potential oncofetal antigen, has been accomplished in 45% overall yield via a novel ketalization/ring-closing metathesis sequence, The rapid introduction of all oxygen functionality in a completely stereocontrolled manner exploited a rigid 6,8-dioxabicyclo[3.2.1]oct-2-ene ring system. This general synthetic strategy should provide access to a number of KDN and sialic acid analogues.
