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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 | Regular issue | Vol 27, No. 7, 1988, pp.1575-1583
Published online, 1st January, 1970■ An Intramolecular Ring Contraction Approach to the Synthesis of Indolizidine Alkaloids
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4555
■ An Intramolecular Ring Contraction Approach to the Synthesis of Indolizidine Alkaloids
Emmanuel Zeller and David S. Grierson*
*Institut des Chimie des Substances Naturelles, C.N.R.S., 1 avenue de la Terrasse, Bat. 27, 91198 Gif-sur-Yvette Cedex, France
Abstract
Reaction of the anion of synthon 5 with PrBr followed by reductive decyanation gave the key intermediate 8. Ring opening of 8, a treatment with diethyl cyanophosphonate, produced 9. Compound 9 reacted with K ptus 18-crown-6 in THF to give a 9:1 mixture of indolizidines 10 and 11.
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