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Total synthesis of (-)-domoic acid, a potent ionotropic glutamate receptor agonist and the key compound in oceanic harmful algal blooms.

作者信息

Nishizawa Shigeru, Ouchi Hitoshi, Suzuki Hiroto, Ohnishi Takuma, Sasaki Shingo, Oyagi Yu, Kanakogi Masaki, Matsumura Yoshitaka, Nakagawa Shunsuke, Asakawa Tomohiro, Egi Masahiro, Inai Makoto, Yoshimura Fumihiko, Takita Ryo, Kan Toshiyuki

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

出版信息

Org Biomol Chem. 2023 Feb 22;21(8):1653-1656. doi: 10.1039/d2ob02325c.

DOI:10.1039/d2ob02325c
PMID:36723220
Abstract

The stereo-controlled total synthesis of (-)-domoic acid is described. The critical construction of the C1'-C2' -configuration was accomplished by taking advantage of an unsaturated lactam structure. The side chain fragment was introduced in the final stages of synthesis through a modified Julia-Kocieński reaction, aiming for its efficient derivatization.

摘要

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