A novel route to the F-ring of halichondrin B. Diastereoselection in Pd(0)-mediated meso and C(2) biol desymmetrization.

A novel route to the F-ring of halichondrin B. Diastereoselection in Pd(0)-mediated meso and C(2) biol desymmetrization.
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软海绵素 B 的 F 环的新途径。Pd(0) 介导的内消旋和 C(2) 生物去对称化中的非对映选择。

DOI:
10.1021/ol026504e
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发表时间:
2002
期刊:
影响因子:
5.2
通讯作者:
Burke,StevenD
Burke,StevenD
中科院分区:
化学1区
文献类型:
--
作者:
Jiang,Lei;Burke,StevenD

文献摘要

被引文献

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Both σ andC2symmetric diol diacetates were synthesized via two-directional chain elongation. A palladium-mediated, ligand-controlledC2diol desymmetrization provided the desired tetrahydrofuran with the correct relative and absolute stereochemistries. Simple functional group manipulation led to the desired F-ring of halichondrin B. Desymmetrization of themesosubstrate enantioselectively provided the diastereomer, leading to a refinement of our understanding of the transition state model.