Rhodium catalysed dehydrogenative borylation of alkenes: Vinylboronates via C–H activation
IAI Mkhalid, RB Coapes, SN Edes, DN Coventry…
Index: Mkhalid, Ibraheem A. I.; Coapes, R. Benjamin; Edes, S. Natasha; Coventry, David N.; Souza, Fabio E. S.; Thomas, Rhodri Ll.; Hall, Jonathan J.; Bi, Si-Wei; Lin, Zhenyang; Marder, Todd B. Dalton Transactions, 2008 , # 8 p. 1055 - 1064
Full Text: HTML
Citation Number: 26
Abstract
We present herein a high yield, highly selective catalytic synthesis of vinylboronate esters (VBEs), including 1, 1-disubstituted VBEs, from alkenes without significant hydrogenation or hydroboration, using the simple catalyst precursor, trans-[RhCl (CO)(PPh3) 2](1), and the diboron reagents B2pin2 (2a, pin= pinacolato= OCMe2CMe2O) or B2neop2 (2b, neop= neopentylglycolato= OCH2CMe2CH2O), or the monoboron reagent HBpin, all of which ...
Related Articles:
Electrosynthesis of benzylboronic acids and esters
[Pintaric; Laza; Olivero; Dunach Tetrahedron Letters, 2004 , vol. 45, # 43 p. 8031 - 8033]
[Imao, Daisuke; Glasspoole, Ben W.; Laberge, Veronique S.; Crudden, Cathleen M. Journal of the American Chemical Society, 2009 , vol. 131, p. 5024 - 5025]
Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation
[Brondani, Patricia B.; Dudek, Hanna; Reis, Joel S.; Fraaije, Marco W.; Andrade, Leandro H. Tetrahedron Asymmetry, 2012 , vol. 23, # 9 p. 703 - 708]
DMAP-accelerated rhodium (I) chloride catalyzed hydroboration of vinylarenes
[Endo, Kohei; Hirokami, Munenao; Takeuchi, Kazunari; Shibata, Takanori Synlett, 2008 , # 20 p. 3231 - 3233]
[Dudnik, Alexander S.; Fu, Gregory C. Journal of the American Chemical Society, 2012 , vol. 134, # 25 p. 10693 - 10697]