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

ABSTRACT: 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 Z- or E-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.

SUBMITTER: Lin R

PROVIDER: S-EPMC6832413 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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

Lin Ran R Lin Xi X Su Qian Q Guo Binbin B Huang Yanqin Y Ouyang Ming-An MA Song Liyan L Xu Huiyou H

Molecules (Basel, Switzerland) 20191019 20

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. ...[more]

PMID: 31635023

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