Issue 12, 2007
From the journal:

Organic & Biomolecular Chemistry

An efficient method for the synthesis of enol ethers and enecarbamates. Total syntheses of isoindolobenzazepine alkaloids, lennoxamine and chilenine†

Haruhiko Fuwa*a  and  Makoto Sasaki*a  

* Corresponding authors

a Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, 1-1 Tsutsumidori-amamiya, Sendai, Japan
E-mail: hfuwa@bios.tohoku.ac.jp, masasaki@bios.tohoku.ac.jp
Fax: +81-22-717-8896
Tel: +81-22-717-8895

Abstract

An efficient method for the synthesis of enol ethers and enecarbamates has been developed based on catalytic hydrosilane reduction of α-phosphonoxy enol ethers and α-phosphonoxy enecarbamates. This method has been applied to the total syntheses of two isoindolobenzazepine alkaloids, lennoxamine and chilenine.

Graphical abstract: An efficient method for the synthesis of enol ethers and enecarbamates. Total syntheses of isoindolobenzazepine alkaloids, lennoxamine and chilenine

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Article information

DOI
https://doi.org/10.1039/B706087D
Article type
Communication
Submitted
23 Apr 2007
Accepted
08 May 2007
First published
16 May 2007

Org. Biomol. Chem., 2007,5, 1849-1853

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An efficient method for the synthesis of enol ethers and enecarbamates. Total syntheses of isoindolobenzazepine alkaloids, lennoxamine and chilenine

H. Fuwa and M. Sasaki, Org. Biomol. Chem., 2007, 5, 1849 DOI: 10.1039/B706087D

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