Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3′-phosphate esters
Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3′-phosphate esters
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DOI：
10.1039/b406926a
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发表时间：
2004-01-01
影响因子：
3.2
通讯作者：
Williams, A
中科院分区：
文献类型：
--
作者：
Lönnberg, H;Strömberg, R;Williams, A
在pK（a）（Lg）= 12.58处具有凸形断裂的布朗斯台德图为尿苷3 '-磷酸酯的碱性环化中的中间体提供了令人信服的证据。瞬时五配位氧正膦二价阴离子中间体塌缩成反应物和环状尿苷2 '，3'-单磷酸比它可以假旋转和异构化成2 '-异构体更快。
A Bronsted graph with a convex break at pK(a) (Lg) = 12.58 provides compelling evidence for an intermediate in the alkaline cyclisation of uridine 3'-phosphate esters. The transient pentacoordinated oxyphosphorane dianion intermediate collapses to reactant and cyclic uridine 2', 3'-monophosphate faster than it can pseudo-rotate and isomerise to the 2'-isomer.