cheminform abstract: convenient preparation of cycloalkenyl boronic acid pinacol esters

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ChemInform 2009, 40, issue 17 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Organo-boron compounds S 0040 Convenient Preparation of Cycloalkenyl Boronic Acid Pinacol Esters. — Title compounds (V), useful intermediates for subsequent Suzuki—Miyaura cross-coupling, are obtained from the corresponding cycloalkanones (I) via Shapiro reaction of cyclo- alkyl hydrazones (III) followed by trapping with borate ester (IV). The method avoids the expensive transition metal-catalyzed borylation of alkenyl halides or triflates and is readily scalable to multigram quantities. — (RAUNIYAR, V.; ZHAI, H.; HALL*, D. G.; Synth. Commun. 38 (2008) 22, 3984-3995; Dep. Chem., Univ. Alberta, Edmonton, Alberta T6G 2G2, Can.; Eng.) — H. Haber 17- 174

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Page 1: ChemInform Abstract: Convenient Preparation of Cycloalkenyl Boronic Acid Pinacol Esters

www.cheminform.wiley-vch.de

Organo-boron compoundsS 0040 Convenient Preparation of Cycloalkenyl Boronic Acid Pinacol Esters. — Title

compounds (V), useful intermediates for subsequent Suzuki—Miyaura cross-coupling, are obtained from the corresponding cycloalkanones (I) via Shapiro reaction of cyclo-alkyl hydrazones (III) followed by trapping with borate ester (IV). The method avoids the expensive transition metal-catalyzed borylation of alkenyl halides or triflates and is readily scalable to multigram quantities. — (RAUNIYAR, V.; ZHAI, H.; HALL*, D. G.; Synth. Commun. 38 (2008) 22, 3984-3995; Dep. Chem., Univ. Alberta, Edmonton, Alberta T6G 2G2, Can.; Eng.) — H. Haber

17- 174

ChemInform 2009, 40, issue 17 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim