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Letter

A New Synthesis of Butadienyl- and Styrylboronic Esters: Highly Reactive Intermediates for Suzuki Cross-Coupling

Paolo Balma Tivola,^† Annamaria Deagostino,^† Cristina Prandi,*^‡ and Paolo Venturello*^†

Dipartimento di Chimica Generale ed Organica Applicata dell'Universit, Corso Massimo D'Azeglio, 48, I 10125 Torino, Italy, and Dipartimento di Scienze e Tecnologie Avanzate dell'Universit, Corso Borsalino, 54, I 15100 Alessandria, Italy

Org. Lett., 2002, 4 (8), pp 1275–1277

DOI: 10.1021/ol0255817

Publication Date (Web): March 20, 2002

†

Dipartimento di Chimica Generale ed Organica Applicata.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

‡

Dipartimento di Scienze e Tecnologie Avanzate.

, venturello@ch.unito.it

Abstract

Alkoxy-functionalized butadienyl- and styrylboronic esters have been synthesized starting from α,β-unsaturated acetals. These derivatives readily cross-couple with aryl substrates, and the obtained products can be transformed under mild conditions into aromatic ketones, achieving the same result as an acylation reaction.

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