11-Step Enantioselective Synthesis of (−)-Lomaiviticin Aglycon

SB Herzon, L Lu, CM Woo…

Index: Woo, Christina M.; Lu, Liang; Gholap, Shivajirao L.; Smith, Devin R.; Herzon, Seth B. Journal of the American Chemical Society, 2010 , vol. 132, p. 2540 - 2541

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Citation Number: 46

Abstract

Lomaiviticins A and B are complex antitumor antibiotics that were isolated from a strain of Micromonospora. A confluence of several unusual structural features renders the lomaiviticins exceedingly challenging targets for chemical synthesis. We report an 11-step, enantioselective synthetic route to lomaiviticin aglycon. Our route proceeds by late-stage, stereoselective dimerization of two equivalent monomeric intermediates, a transformation ...