Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A

Xuequan Wang; Hongbin Zhang; Xiaodong Yang; Jingfeng Zhao; Chengxue Pan

doi:10.1039/C3CC42385A

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Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A†

Xuequan Wang,^a Hongbin Zhang,*^a Xiaodong Yang,*^a Jingfeng Zhao^a and Chengxue Pan^a

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* Corresponding authors

^a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, P. R. China
E-mail: zhanghb@ynu.edu.cn, xdyang@ynu.edu.cn
Fax: +86-871-65035538

Abstract

An enantioselective strategy for the synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A has been developed. A Lewis acid mediated lactonization established the novel fused bis-lactone core of brazilide A and finalized the first total synthesis of (+)-brazilide A.

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DOI: https://doi.org/10.1039/C3CC42385A
Article type: Communication
Submitted: 02 Apr 2013
Accepted: 23 Apr 2013
First published: 09 May 2013

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Chem. Commun., 2013,49, 5405-5407

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Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A

X. Wang, H. Zhang, X. Yang, J. Zhao and C. Pan, Chem. Commun., 2013, 49, 5405 DOI: 10.1039/C3CC42385A

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Chemical Communications

Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A†

Abstract

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Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A

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