Highly Stereoselective Total Synthesis of (+)??9??epi??Dictyostatin and (–)??12, 13??Bis??epi??dictyostatin

C Zanato, L Pignataro, A Ambrosi, Z Hao…

Index: Zanato, Chiara; Pignataro, Luca; Ambrosi, Andrea; Hao, Zhongyan; Trigili, Chiara; Diaz, Jose Fernando; Barasoain, Isabel; Gennari, Cesare European Journal of Organic Chemistry, 2011 , # 14 p. 2643 - 2661

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Citation Number: 6

Abstract

Abstract The total syntheses of (+)-9-epi-dictyostatin (1a) and (–)-12, 13-bis-epi-dictyostatin (1b), diastereomers of the antimitotic marine sponge-derived macrolide (–)-dictyostatin (1), were achieved by creating 11 stereogenic centers and 4stereogenic double bonds with a high level of stereocontrol. The yield for the 29-step longest linear sequence from Roche ester was 1.53 and 1.52%, respectively. The final key steps to these unnatural products ...