Tetrahedron letters

Design and synthesis of novel pinacolylboronate containing combretastatin 'antimitotic agent'analogues

BC Das, SM Mahalingam, T Evans

Index: Das, Bhaskar C.; Mahalingam, Sakkarapalayam M.; Evans, Todd Tetrahedron Letters, 2009 , vol. 50, # 25 p. 3031 - 3034

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Citation Number: 13

Abstract

We developed a procedure to synthesize pinacolyl boronate containing stilbene derivatives and used this procedure to synthesize boron-containing combretastatin analogues. The key step involves the Wittig reaction of the ylide 4-(4, 4, 5, 5-tetramethyl-1, 3, 2- dioxaboratophenyl)-methyl triphenylphosphonium bromide 11 with 3, 4, 5-trimethoxy benzaldehyde in the presence of tBuONa in DMF, providing 88% yield. We are now in a ...