前言：梅洛二萜类化合物的合成：阿普兰醇 E、H 和 I、灵芝内酯 B、梅罗阿普兰因 B 和灵之醇。
A General Entry to Meroterpenoids: Synthesis of Applanatumol E, H, and I, Lingzhilactone B, Meroapplanin B, and Lingzhiol.
机构信息
Department of Organic Chemistry and Center for Molecular Biosciences, University of Innsbruck, 6020 Innsbruck, Austria.
Department of Organic Chemistry, Palacký University Olomouc, 77900 Olomouc, Czech Republic.
出版信息
Org Lett. 2024 Oct 25;26(42):9017-9021. doi: 10.1021/acs.orglett.4c03192. Epub 2024 Oct 11.
meroterpenoids are fungal derived hybrid natural product class containing a 1,2,4-trisubstituted benzene ring and a polycyclic terpenoid part. The representatives applanatumol E, H and I, lingzhilactone B, and meroapplanin B share the same bicyclic lactone moiety connected to the arene. Employing photo-Fries rearrangements as the key step enabled a general entry to these natural products. For the synthesis of the tetracyclic framework of lingzhiol, we made use of a powerful photoredox oxidative decarboxylation/Friedel-Crafts sequence.
倍半萜类化合物是一类真菌衍生的杂合天然产物，含有 1,2,4-三取代苯环和多环萜烯部分。代表化合物 applanatumol E、H 和 I、lingzhilactone B 和 meroapplanin B 共享连接芳烃的双环内酯部分。采用光-Fries 重排作为关键步骤，为这些天然产物的合成提供了通用方法。对于灵脂醇的四环骨架的合成，我们利用了强大的光氧化还原脱羧/Friedel-Crafts 序列。
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