通过 C-C 裂解使骨架多样化，从常见的三环辛烷中间体制备双环骨架。
Skeletal diversification by C-C cleavage to access bicyclic frameworks from a common tricyclooctane intermediate.
机构信息
Department of Chemistry, University of California-Berkeley, Berkeley, California, USA.
出版信息
Chem Commun (Camb). 2023 Mar 28;59(26):3858-3861. doi: 10.1039/d3cc00945a.
Abstract
Herein, the diversification of tricyclo[3.2.1.0]octane scaffolds to afford diverse bicyclic scaffolds is described. The strained tricyclooctanes are prepared in two steps featuring a blue light-mediated [2+2] cycloaddition. Strategies for the cleavage of this scaffold were then explored resulting in the selective syntheses of the bicyclo[3.1.1]heptane, bicyclo[3.2.1]octane, and bicyclo[3.2.0]heptane cores. These findings may guide future studies of C-C cleavage reactions in strained carbon frameworks and their application in complex molecule synthesis.
摘要
本文描述了三环[3.2.1.0]辛烷支架的多样化，以提供各种双环支架。受应变的三环辛烷通过蓝光介导的[2+2]环加成两步法制备。然后探索了这种支架的断裂策略，从而选择性地合成了双环[3.1.1]庚烷、双环[3.2.1]辛烷和双环[3.2.0]庚烷核。这些发现可能指导未来在应变碳框架中进行 C-C 断裂反应的研究及其在复杂分子合成中的应用。
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