Total Synthesis of (±)-Euryfuran Through Ti(III) Catalyzed Radical Cyclization

Antonio      Rosales; Cristobal      Lopez-Sanchez; Miriam      Alvarez-Corral; Manuel      Muooz-Dorado; Ignacio      Rodriguez-Garcia

doi:10.2174/157017807782795457

Abstract

A concise total synthesis of the furano-sesquiterpene (±)-euryfuran, a bioactive metabolite from some marine sponges, is presented. The key step is a highly diastereoselective titanium (III) catalyzed radical cyclization of a farnesol epoxyderivative.

Keywords: Titanium, radical reactions, cyclization, diastereoselectivity, farnesol, furanosesquiterpenes

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Letters in Organic Chemistry

Title: Total Synthesis of (±)-Euryfuran Through Ti(III) Catalyzed Radical Cyclization

Volume: 4 Issue: 8

Author(s): Antonio Rosales, Cristobal Lopez-Sanchez, Miriam Alvarez-Corral, Manuel Muooz-Dorado and Ignacio Rodriguez-Garcia

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Keywords: Titanium, radical reactions, cyclization, diastereoselectivity, farnesol, furanosesquiterpenes

Abstract: A concise total synthesis of the furano-sesquiterpene (±)-euryfuran, a bioactive metabolite from some marine sponges, is presented. The key step is a highly diastereoselective titanium (III) catalyzed radical cyclization of a farnesol epoxyderivative.

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Rosales Antonio, Lopez-Sanchez Cristobal, Alvarez-Corral Miriam, Muooz-Dorado Manuel and Rodriguez-Garcia Ignacio, Total Synthesis of (±)-Euryfuran Through Ti(III) Catalyzed Radical Cyclization, Letters in Organic Chemistry 2007; 4 (8) . https://dx.doi.org/10.2174/157017807782795457