The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.

The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.
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DOI:
10.1021/ol100574y
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发表时间:
2010-05-07
期刊:
影响因子:
5.2
通讯作者:
Tan DS
Tan DS
中科院分区:
化学1区
文献类型:
--
作者:
Bauer RA;DiBlasi CM;Tan DS

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利用过渡金属催化的烯炔和二炔的环加成和环化反应,发展了一种合成多种多环骨架的统一方法。叔丁基亚磺酰胺基团已被确定为在这些反应中特别通用的关键,具有独特的反应性特征,适合于高效的立体选择性底物合成和下游转化。这种方法提供了十个不同的,功能化的支架类生物碱和萜类天然产物的共同核心结构。
A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The t-butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity profile uniquely suited for efficient, stereoselective substrate synthesis and downstream transformations. This approach provides ten distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.
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