Chemcomm: Communication
Chemcomm: Communication
Chemcomm: Communication
DOI: 10.1039/c9cc08079a
rsc.li/chemcomm
Communication ChemComm
Table 1 Optimization of the reaction conditions Table 2 Scope of the base-free Suzuki-type reaction of epoxides
ChemComm Communication
Communication ChemComm
reaction substrates. Alkenyl boronic acids also undergo coupling and A. G. Doyle, J. Am. Chem. Soc., 2017, 139, 5688–5691; (i) X.-Y. Lu,
to generate homoallylic alcohols. The selectivity of aromatic J.-S. Li, S.-Q. Wang, Y.-J. Zhu, Y.-M. Li, L.-Y. Yan, J.-M. Li, J.-Y. Wang,
H.-P. Zhou and X.-T. Ge, Chem. Commun., 2019, 55, 11123–11126;
epoxides is different from that of previous work. This ( j) K. L. Jensen, E. A. Standley and T. F. Jamison, J. Am. Chem. Soc.,
Ni-catalyzed Suzuki-type cross-coupling reaction of epoxides 2014, 136, 11145–11152; (k) D. K. Nielsen, C.-Y. Huang and A. G.
has a wider range of substrate types than previous work. This Doyle, J. Am. Chem. Soc., 2013, 135, 13605–13609; (l ) C.-Y. Huang and
A. G. Doyle, J. Am. Chem. Soc., 2012, 134, 9541–9544.
reaction does not require the use of an exogenous base and 4 C.-Y. Huang and A. G. Doyle, Chem. Rev., 2014, 114, 8153–8198.
has good functional-group compatibility. This methodology 5 (a) M. Alam, C. Wise, C. A. Baxter, E. Cleator and A. Walkinshaw, Org.
provides access to a diverse array of substituted alcohols, which Process Res. Dev., 2012, 16, 435–441; (b) C. Bonini, L. Chiummiento,
M. T. Lopardo, M. Pullez, F. Colobert and G. Solladie, Tetrahedron Lett.,
are valuable feedstock chemicals in synthetic and medicinal 2003, 44, 2695–2697.
Published on 26 November 2019. Downloaded by University of Reading on 12/3/2019 9:29:32 AM.