A Concise Sultone Route to Highly Oxygenated 1, 10??seco??Eudesmanolides–Enantioselective Total Synthesis of the Antileukemic Sesquiterpene Lactones (–)?? …

J Merten, A Hennig, P Schwab…

Index: Merten, Joern; Hennig, Andre; Schwab, Pia; Froehlich, Roland; Tokalov, Sergey V.; Gutzeit, Herwig O.; Metz, Peter European Journal of Organic Chemistry, 2006 , # 5 p. 1144 - 1161

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Citation Number: 26

Abstract

Abstract Using a sultone as the key intermediate, the first enantioselective total synthesis of the antileukemic 1, 10-seco-eudesmanolides (–)-eriolanin (1) and (–)-eriolangin (2) was achieved, which also established the hitherto unknown absolute configuration of these sesquiterpene lactones. Starting from 2-bromo-1-(2-furyl) ethanone, 24 steps were required to generate the common basic structure and two additional steps in each case for ...