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Front Cover Picture: Synthesis of Benzo[a]fluorene, Benzo[c]fluorene, and Benzo[j]fluoranthene via a Lewis Acid-Catalyzed Prins-Type Cycloaromatization: Application to the Total Synthesis of Viridistratin A (Adv. Synth. Catal. 3/2024)
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2023-12-08 , DOI: 10.1002/adsc.202301361
Myeonggyo Jeong 1 , Moonsang Yoon 1 , Long Huu Nguyen 1 , Soyeong Kim 1, 2 , Jinhee Han 1 , Cong So Tran 1 , Jisu Kim 1 , Jeyun Jo 1 , Young‐Suk Jung 1, 3 , Jin‐Wook Yoo 1, 3 , Hwayoung Yun 1, 3
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The front cover illustrates the streamlined synthesis of representative non-alternant polycyclic aromatic hydrocarbons through Lewis acid-catalyzed Prins-type cycloaromatization (on the earth). Notable features of the catalytic reaction encompass air tolerance, high productivity, remarkably short reaction times, and scalability. The plausible mechanism suggests that Prins-type benzannulation competes with oxonium-ene cyclization. The robustness and high productivity of the key reaction allowed the application towards total synthesis of natural benzo[j]fluoranthene, viridistratin A (on the moon). Details can be found in the Communication by Hwayoung Yun and co-workers (M. Jeong, M. Yoon, L. H. Nguyen, S. Kim, J. Han, C. S. Tran, J. Kim, J. Jo, Y.-S. Jung, J.-W. Yoo, H. Yun, Adv. Synth. Catal. 2024, 366, 390–395, DOI: 10.1002/adsc.202300600).

中文翻译:

封面图片:通过路易斯酸催化的普林斯型环芳构化合成苯并[a]芴、苯并[c]芴和苯并[j]荧蒽:在Viridistratin A全合成中的应用(Adv. Synth. Catal. 3/2024)

封面介绍了通过路易斯酸催化的普林斯型环芳构化(在地球上)典型的非交替多环芳烃的简化合成。催化反应的显着特点包括耐空气性、高生产率、极短的反应时间和可扩展性。合理的机制表明 Prins 型苯环化与氧烯环化竞争。关键反应的稳健性和高产率使其能够应用于天然苯并[ j ]荧蒽、viridistratin A(在月球上)的全合成。详细信息可以在 Hwayoung Yun 和同事(M. Jeong、M. Yoon、LH Nguyen、S. Kim、J. Han、CS Tran、J. Kim、J. Jo、Y.-S. Jung, J.-W. Yoo, H. Yun, Adv. Synth. Catal . 2024 , 366 , 390–395, DOI: 10.1002/adsc.202300600)。
更新日期:2023-12-08
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