Biomimetic total synthesis and structure confirmation of myrtucommulone K

被引：14

作者：

Zhou, Wen-Li ^{[1
,3
]}

Tan, Hai-Bo ^{[3
]}

Qiu, Sheng-Xiang ^{[3
]}

Chen, Guang-Ying ^{[1
]}

Liu, Hong-Xin ^{[2
,3
]}

Zheng, Chao ^{[1
]}

机构：

[1] Hainan Normal Univ, Key Lab Trop Med Plant Chem, Minist Educ, Collaborat Innovat Ctr Trop Biol Resources, Haikou 571158, Hainan, Peoples R China

[2] Guangdong Inst Microbiol, State Key Lab Appl Microbiol Southern China, Guangdong Prov Key Lab Microbial Culture Collect, Guangdong Open Lab Appl Microbiol, Guangzhou 510070, Guangdong, Peoples R China

[3] Chinese Acad Sci, Program Nat Prod Chem Biol, Key Lab Plant Resources Conservat & Sustainable U, Guangdong Prov Key Lab Appl Bot,South China Bot G, Guangzhou 510650, Guangdong, Peoples R China

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 19期

关键词：

Myrtucommulone K; Biomimetic total synthesis; Structure revision; Heteroatom Diels-Alder cycloaddition; Meroterpenoid; PLANT-GROWTH REGULATORS; DIELS-ALDER ADDUCTS; RHODOMYRTUS-TOMENTOSA; PSIDIUM-GUA[!text type='JAVA']JAVA[!/text; CALLISTEMON-VIMINALIS; EUCALYPTUS-GRANDIS; MYRTUS-COMMUNIS; LEAVES; MEROTERPENOIDS; PHLOROGLUCINOLS;

D O I：

10.1016/j.tetlet.2017.03.059

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A confirmed structure of meroterpenoid myrtucommulone K, which is vastly different from the originally reported one, is conducted. The first biomimetic total synthesis towards the assignment of its absolute configuration has been efficiently accessed in 5 steps, and key to the success was a heteroatom DielsAlder cycloaddition. The structure of myrtucommulone K was re-elucidated and confirmed by extensive spectroscopic interpretation of 1D and 2D NMR. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1817 / 1821

页数：5

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