Stereoselective total synthesis of ieodomycin C

JE Tungen, M Aursnes, TV Hansen

Index: Tungen, Jorn E.; Aursnes, Marius; Hansen, Trond Vidar Tetrahedron, 2014 , vol. 70, # 24 p. 3793 - 3797

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Citation Number: 5

Abstract

Abstract A concise stereoselective synthesis of the marine natural product ieodomycin C (3) has been achieved from commercially available pyridinium-1-sulfonate (8) in eight linear steps and 14% overall yield. The key synthetic steps included a B-alkyl Suzuki–Miyaura cross-coupling reaction and an Evans–Nagao acetate aldol reaction. The same synthetic sequence was used for preparing the enantiomer of ieodomycin C (3). Our efforts ...