Synlett

Enantioselective synthesis of 2, 3-dehydro-3-desoxy-10-oxa epothilone D

…, P Bertrand, S Vielle, E Raimbaud, P Renard…

Index: Quintard, Delphine; Bertrand, Philippe; Vielle, Sophie; Raimbaud, Eric; Renard, Pierre; Pfeiffer, Bruno; Gesson, Jean-Pierre Synlett, 2003 , # 13 p. 2033 - 2036

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Citation Number: 9

Abstract

In a search for new epothilone analogs, it seems worthwhile to replace one of these methylene groups by a heteroatom such as oxygen or sulfur and this may be carried out at C9 or C10 (syntheses of 9-oxa [15] and 10-oxa [16] epothilones have been recently patented by the Schering group). We first selected 10-oxa EpoB and studied the effect of this modification on the conformational equilibrium of the macrocycle. It was found, at the AM1 level, [17] that 2 conformations of ...