Tetrahedron

A new approach to carbon–carbon bond formation: development of aerobic Pd-catalyzed reductive coupling reactions of organometallic reagents and styrenes

KM Gligorich, Y Iwai, SA Cummings, MS Sigman

Index: Gligorich, Keith M.; Iwai, Yasumasa; Cummings, Sarah A.; Sigman, Matthew S. Tetrahedron, 2009 , vol. 65, # 26 p. 5074 - 5083

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Citation Number: 16

Abstract

Alkenes are attractive starting materials for organic synthesis and the development of new selective functionalization reactions is desired. Previously, our laboratory discovered a unique Pd-catalyzed hydroalkoxylation reaction of styrenes containing a phenol. Based upon deuterium labeling experiments, a mechanism involving an aerobic alcohol oxidation coupled to alkene functionalization was proposed. These results inspired the ...