Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide

The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could...

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Main Authors:	Ran Lin, Xi Lin, Qian Su, Binbin Guo, Yanqin Huang, Ming-An Ouyang, Liyan Song, Huiyou Xu
Format:	Article
Language:	English
Published:	MDPI AG 2019-10-01
Series:	Molecules
Subjects:	total synthesis lansiumamide alatamide copper-catalyzed buchwald coupling
Online Access:	https://www.mdpi.com/1420-3049/24/20/3764

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spelling	doaj-b47d300c5cf6483f8efa3a8ef9bca4442020-11-25T01:24:07ZengMDPI AGMolecules1420-30492019-10-012420376410.3390/molecules24203764molecules24203764Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and AlatamideRan Lin0Xi Lin1Qian Su2Binbin Guo3Yanqin Huang4Ming-An Ouyang5Liyan Song6Huiyou Xu7Key Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaKey Laboratory of Biopesticide and Chemical Biology, Ministry of Education, College of Plant Protection, Fujian Agriculture and Forestry University, Fuzhou 350002, ChinaThe total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either <i>Z</i>- or <i>E</i>-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.https://www.mdpi.com/1420-3049/24/20/3764total synthesislansiumamidealatamidecopper-catalyzed buchwald coupling
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ran Lin Xi Lin Qian Su Binbin Guo Yanqin Huang Ming-An Ouyang Liyan Song Huiyou Xu
spellingShingle	Ran Lin Xi Lin Qian Su Binbin Guo Yanqin Huang Ming-An Ouyang Liyan Song Huiyou Xu Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide Molecules total synthesis lansiumamide alatamide copper-catalyzed buchwald coupling
author_facet	Ran Lin Xi Lin Qian Su Binbin Guo Yanqin Huang Ming-An Ouyang Liyan Song Huiyou Xu
author_sort	Ran Lin
title	Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide
title_short	Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide
title_full	Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide
title_fullStr	Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide
title_full_unstemmed	Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide
title_sort	concise and gram-scale total synthesis of lansiumamides a and b and alatamide
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2019-10-01
description	The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either <i>Z</i>- or <i>E</i>-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.
topic	total synthesis lansiumamide alatamide copper-catalyzed buchwald coupling
url	https://www.mdpi.com/1420-3049/24/20/3764
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Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide

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