Department of Chemistry, University of Adelaide, Adelaide, SA 5005, Australia.
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford OX1 3TA, U.K.
Org Lett. 2020 Oct 16;22(20):8161-8166. doi: 10.1021/acs.orglett.0c03156. Epub 2020 Oct 6.
Structural reassignments for littordial E, littordial F, and drychampone B are proposed on the basis of consideration of their biosynthetic origin. The key step in the proposed biosynthesis of each of these meroterpenoids is an intermolecular hetero-Diels-Alder reaction between an -quinone methide and caryophyllene or humulene. Biomimetic total synthesis of the natural products gave sufficient material to allow their structure revision by NMR studies.
根据它们的生物合成起源，提出了 littordial E、littordial F 和 drychampone B 的结构重排。这些混合萜类化合物生物合成的关键步骤是 - 醌甲醚与石竹烯或葎草烯之间的分子间杂 Diels-Alder 反应。天然产物的仿生全合成提供了足够的材料，通过 NMR 研究允许对其结构进行修订。
