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Zenichi Yoshida (1925-2023)
Zenichi Yoshida (1925-2023)
Professor. Zenichi Yoshida,
a member of the Honorary Advisors of HETEROCYCLES (1975-1998),
has passed away on May 4, 2023 at the age of 97.
I deeply express my regret over his death.
Kunio Ogasawara
Editor
May 11, 2023
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Communication | Special issue | Vol 30, No. 1, 1990, pp.237-240
Published online, 1st January, 1970■ Synthesis of Novel Carbo- and Heteropolycycles. 17. Intramolecular 1,3-Dipolar Cycloaddition Reaction of 3-endo-Azidobicyclo[3.3.1]non-6-ene. A Facile Route to 5-Azaprotoadamant-4-ene
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S13
■ Synthesis of Novel Carbo- and Heteropolycycles. 17. Intramolecular 1,3-Dipolar Cycloaddition Reaction of 3-endo-Azidobicyclo[3.3.1]non-6-ene. A Facile Route to 5-Azaprotoadamant-4-ene
Shoji Eguchi,* Takanori Suzuki, Nao Toi, and Tadashi Sasaki
*Faculty of Engineering, Nagoya University, Chikusa, Nagoya, Aichi 464-8601, Japan
Abstract
The intramolecular 1,3-dipolar cycloaddition of 3-endo-azidobicyclo[3.3.1]non-6-ene 1 proceeded on heating in toluene under reflux to afford regioselectively very unstable 1,2,3-triazoline derivative 2, which decomposed spontaneously in MeOH to give exclusively 5-azaprotoadamant-4-ene 6.
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