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Solvent‐Dependent Divergent Cyclization of Bicyclo[1.1.0]butanes
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2024-12-17 , DOI: 10.1002/anie.202418239
Fuhao Zhang, Subhabrata Dutta, Alessia Petti, Debanjan Rana, Constantin G. Daniliuc, Frank Glorius

Bicyclo[1.1.0]butanes (BCBs) have recently garnered significant research interest as versatile precursors for synthesizing potential [n.1.1] bioisosteres and multi‐functionalized cyclobutanes in a straightforward and atom‐economical manner. Here, we report a solvent‐dependent divergent cyclization of BCBs that providecs highly diastereospecific decorated cyclobutanes and oxygen‐containing bicyclo[3.1.1]heptanes (BCHeps), which serve as bioisosteres of meta‐substituted arenes. This novel strategy employs precision‐oriented control to achieve the desired divergence. Additionally, an unprecedented 1,2‐difunctionalization reaction mode for BCBs was explore, expanding the available methods for efficiently exploring the chemical space of arene bioisosteres and highly functionalized cyclobutanes.

中文翻译:


双环[1.1.0]丁烷的溶剂依赖性发散环化



双环 [1.1.0] 丁烷 (BCB) 作为以简单且原子经济的方式合成电位 [n.1.1] 生物等排体和多功能环丁烷的多功能前体,最近引起了极大的研究兴趣。在这里,我们报道了 BCB 的溶剂依赖性发散环化,它提供高度非对映特异性的修饰环丁烷和含氧双环 [3.1.1] 庚烷 (BCHeps),它们用作间取代芳烃的生物等排体。这种新颖的策略采用精确导向的控制来实现所需的背离。此外,探索了一种前所未有的 BCB 1,2-双官能化反应模式,扩展了有效探索芳烃生物等排体和高度官能化环丁烷化学空间的可用方法。
更新日期:2024-12-17
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