Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases

Yoshio Hayashi; Thomas Regnier; Shigenobu Nishiguchi; Magne O. Sydnes; Daisuke Hashimoto; Junya Hasegawa; Takahiro Katoh; Tetsuya Kajimoto; Masataka Shiozuka; Ryoichi Matsuda; Manabu Node; Yoshiaki Kiso

doi:10.1039/B801498A

Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases†

Yoshio Hayashi,*^ab Thomas Regnier,^a Shigenobu Nishiguchi,^a Magne O. Sydnes,^a Daisuke Hashimoto,^c Junya Hasegawa,^c Takahiro Katoh,^c Tetsuya Kajimoto,^c Masataka Shiozuka,^d Ryoichi Matsuda,^d Manabu Node^c and Yoshiaki Kiso*^a

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^a Department of Medicinal Chemistry, Kyoto Pharmaceutical University, Kyoto 607-8412, Japan
E-mail: yhayashi@ps.toyaku.ac.jp, kiso@mb.kyoto-phu.ac.jp
Fax: +81-75-595-4787
Tel: +81-75-595-4636

^b Department of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, Tokyo 192-0392, Japan

^c Department of Pharmaceutical Manufacturing Chemistry, Kyoto Pharmaceutical University, Kyoto 607-8412, Japan

^d Department of Life Science, University of Tokyo, Tokyo 153-8902, Japan

Abstract

Herein, we describe an efficient strategy for the total synthesis of (+)-negamycin using commercially available achiral N-Boc-2-aminoacetaldehyde as starting material with 42% overall yield for a limited number of steps.

Chemical Communications

Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases†

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Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases

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