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叔丁基亚磺酰胺在过渡金属介导的多支架库合成中的关键作用。

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

机构信息

Tri-Institutional Training Program in Chemical Biology, Memorial Sloan-Kettering Cancer Center, 1275 York Avenue, Box 422, New York, New York 10065, USA.

出版信息

Org Lett. 2010 May 7;12(9):2084-7. doi: 10.1021/ol100574y.

Abstract

A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-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 10 distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.

摘要

已开发出一种使用烯炔和二炔的过渡金属介导的环加成和环化反应来构建多样的多环支架的统一综合方法。叔丁基亚磺酰胺基已被确定为这些反应中特别通用的连接基团,其反应性谱独特,适合高效、立体选择性的底物合成和下游转化。该方法提供了 10 种不同的、功能化的支架类别,与生物碱和萜类天然产物中的常见核心结构有关。

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