Cobalt(I)-catalysed CH-alkylation of terminal olefins, and beyond

作者: Maciej Giedyk , Katarzyna Goliszewska , Keith ó Proinsias , Dorota Gryko

DOI: 10.1039/C5CC07363D

关键词:

摘要: Cobalester, a natural nontoxic vitamin B12 derivative, was found to catalyse unusual olefinic sp2 C–H alkylation with diazo reagents as carbene source instead of the expected cyclopropanation.

参考文章(55)
Maciej Giedyk, Katarzyna Goliszewska, Dorota Gryko, Vitamin B12 catalysed reactions Chemical Society Reviews. ,vol. 44, pp. 3391- 3404 ,(2015) , 10.1039/C5CS00165J
Hélène Lebel, Jean-François Marcoux, Carmela Molinaro, André B. Charette, Stereoselective Cyclopropanation Reactions Chemical Reviews. ,vol. 103, pp. 977- 1050 ,(2003) , 10.1021/CR010007E
Paul Müller, Corine Baud, Doïna Ené, Sharokh Motallebi, Michael P. Doyle, Bridget D. Brandes, Alexey B. Dyatkin, Marjorie M. See, Enantioselectivity and cis/trans‐Selectivity in Dirhodium(II)‐Catalyzed addition of diazoacetates to olefins Helvetica Chimica Acta. ,vol. 78, pp. 459- 470 ,(1995) , 10.1002/HLCA.19950780217
Xin Cui, Xue Xu, Li-Mei Jin, Lukasz Wojtas, X. Peter Zhang, Stereoselective radical C–H alkylation with acceptor/acceptor-substituted diazo reagents via Co(II)-based metalloradical catalysis Chemical Science. ,vol. 6, pp. 1219- 1224 ,(2015) , 10.1039/C4SC02610A
Harun M. Mbuvi, Erik R. Klobukowski, Gina M. Roberts, L. Keith Woo, O-H insertion and tandem N-H insertion/cyclization reactions using an iron porphyrin as catalyst with diazo compounds as carbene sources Journal of Porphyrins and Phthalocyanines. ,vol. 14, pp. 284- 292 ,(2010) , 10.1142/S1088424610001982
Michael P. Doyle, Richard Duffy, Maxim Ratnikov, Lei Zhou, Catalytic carbene insertion into C-H bonds. Chemical Reviews. ,vol. 110, pp. 704- 724 ,(2010) , 10.1021/CR900239N
Åsmund Kaupang, Tore Bonge-Hansen, α-Bromodiazoacetamides - a new class of diazo compounds for catalyst-free, ambient temperature intramolecular C-H insertion reactions. Beilstein Journal of Organic Chemistry. ,vol. 9, pp. 1407- 1413 ,(2013) , 10.3762/BJOC.9.157
Huw M. L. Davies, Pingda Ren, Catalytic asymmetric C-H activation of silyl enol ethers as an equivalent of an asymmetric Michael reaction. Journal of the American Chemical Society. ,vol. 123, pp. 2070- 2071 ,(2001) , 10.1021/JA0035607