A Concise Synthesis of Sacidumlignan B

A short synthesis of racemic Sacidumlignan B was achieved for the first time. The key steps included a formal reductive coupling between the diaryl ketone and the crotyl bromide, and the subsequent Friedel–Crafts cyclization, which led to an efficient construction of dihydronaphthalene skeleton in t...

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Main Authors: Zhiyuan Zhuang, Zhenbiao Luo, Sichen Yao, Yawen Wang, Yu Peng
Format: Article
Language:English
Published: MDPI AG 2022-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/18/5775
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author Zhiyuan Zhuang
Zhenbiao Luo
Sichen Yao
Yawen Wang
Yu Peng
author_facet Zhiyuan Zhuang
Zhenbiao Luo
Sichen Yao
Yawen Wang
Yu Peng
author_sort Zhiyuan Zhuang
collection DOAJ
description A short synthesis of racemic Sacidumlignan B was achieved for the first time. The key steps included a formal reductive coupling between the diaryl ketone and the crotyl bromide, and the subsequent Friedel–Crafts cyclization, which led to an efficient construction of dihydronaphthalene skeleton in this 2,7′-cyclolignan natural product.
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spelling doaj.art-99999368ec51481f8c001b53316c42f82023-11-23T17:58:40ZengMDPI AGMolecules1420-30492022-09-012718577510.3390/molecules27185775A Concise Synthesis of Sacidumlignan BZhiyuan Zhuang0Zhenbiao Luo1Sichen Yao2Yawen Wang3Yu Peng4State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, ChinaState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, ChinaSichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, ChinaSichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, ChinaSichuan Engineering Research Center for Biomimetic Synthesis of Natural Drugs, School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, ChinaA short synthesis of racemic Sacidumlignan B was achieved for the first time. The key steps included a formal reductive coupling between the diaryl ketone and the crotyl bromide, and the subsequent Friedel–Crafts cyclization, which led to an efficient construction of dihydronaphthalene skeleton in this 2,7′-cyclolignan natural product.https://www.mdpi.com/1420-3049/27/18/5775cyclolignantotal synthesiscyclizationsynthetic efficiencyBarbier reaction
spellingShingle Zhiyuan Zhuang
Zhenbiao Luo
Sichen Yao
Yawen Wang
Yu Peng
A Concise Synthesis of Sacidumlignan B
Molecules
cyclolignan
total synthesis
cyclization
synthetic efficiency
Barbier reaction
title A Concise Synthesis of Sacidumlignan B
title_full A Concise Synthesis of Sacidumlignan B
title_fullStr A Concise Synthesis of Sacidumlignan B
title_full_unstemmed A Concise Synthesis of Sacidumlignan B
title_short A Concise Synthesis of Sacidumlignan B
title_sort concise synthesis of sacidumlignan b
topic cyclolignan
total synthesis
cyclization
synthetic efficiency
Barbier reaction
url https://www.mdpi.com/1420-3049/27/18/5775
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