First total synthesis of prunustatin A

Shuhei Yamakoshi; Eiji Kawanishi

doi:10.1016/j.tetlet.2013.12.106

First total synthesis of prunustatin A

Shuhei Yamakoshi, Eiji Kawanishi

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

In this study, we achieved the first total synthesis of natural prunustatin A (1), a novel inhibitor of glucose-regulated protein 78 (GRP78) expression. A key feature included a 15-membered ring macrocyclization, which was successfully accomplished by employing Shiina macrolactonization using 2-methyl-6- nitrobenzoic anhydride (MNBA) and 4-dimethylaminopyridine (DMAP).

Original language	English
Pages (from-to)	1175-1177
Number of pages	3
Journal	Tetrahedron Letters
Volume	55
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2013.12.106
Publication status	Published - Feb 5 2014
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2013.12.106

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title = "First total synthesis of prunustatin A",

abstract = "In this study, we achieved the first total synthesis of natural prunustatin A (1), a novel inhibitor of glucose-regulated protein 78 (GRP78) expression. A key feature included a 15-membered ring macrocyclization, which was successfully accomplished by employing Shiina macrolactonization using 2-methyl-6- nitrobenzoic anhydride (MNBA) and 4-dimethylaminopyridine (DMAP).",

author = "Shuhei Yamakoshi and Eiji Kawanishi",

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doi = "10.1016/j.tetlet.2013.12.106",

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AU - Kawanishi, Eiji

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AB - In this study, we achieved the first total synthesis of natural prunustatin A (1), a novel inhibitor of glucose-regulated protein 78 (GRP78) expression. A key feature included a 15-membered ring macrocyclization, which was successfully accomplished by employing Shiina macrolactonization using 2-methyl-6- nitrobenzoic anhydride (MNBA) and 4-dimethylaminopyridine (DMAP).

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DO - 10.1016/j.tetlet.2013.12.106

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

First total synthesis of prunustatin A

Abstract

All Science Journal Classification (ASJC) codes

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