化学
自然(考古学)
固态
组合化学
生化工程
物理化学
历史
工程类
考古
作者
Ellie F. Plachinski,Hyung Joo Kim,Matthew J. Genzink,Kyana M. Sanders,Riley M. Kelch,Ilia A. Guzei,Tehshik P. Yoon
摘要
The truxillates constitute a large class of dimeric natural products featuring a central, highly substituted cyclobutane core. In principle, these structures could be efficiently synthesized via [2 + 2] photocycloaddition. However, the difficulty in controlling the high-energy electronically excited reactive intermediates in the solution state can lead to poor regio- and diastereocontrol. This has limited the use of photocycloaddition methodology toward the synthesis of this important class of natural products. Herein, we demonstrate that acid-controlled precipitation of C-acyl imidazoles promotes a highly selective solid-state photocycloaddition, and the products of this reaction can be quickly transformed into truxillate natural products.
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