Tetrahedron

Synthesis of the CD-ring of the anticancer agent streptonigrin: studies of aryl–aryl coupling methodologies

WT McElroy, P DeShong

Index: McElroy, William T.; DeShong, Philip Tetrahedron, 2006 , vol. 62, # 29 p. 6945 - 6954

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Citation Number: 23

Abstract

A series of functionalized 4-bromopyridines, representing the C-ring of the anticancer agent streptonigrin have been prepared and their abilities to undergo Pd-catalyzed cross-coupling with streptonigrin D-ring siloxanes were evaluated. The coupling reaction was generally tolerant to the preparation of hindered CD biaryls; however, the electronic effects of both partners play a pivotal role in the success of the coupling process. Analogs of the CD ...