Organic Letters
ORCID
Letter
(27) DeLuca, R. J.; Edwards, J. L.; Steffens, L. D.; Michel, B. W.;
Qiao, X.; Zhu, C.; Cook, S. P.; Sigman, M. S. J. Org. Chem. 2013, 78,
1682.
(28) Liu, B.; Jin, F.; Wang, T.; Yuan, X.; Han, W. Angew. Chem., Int.
Ed. 2017, 56, 12712.
Notes
The authors declare no competing financial interest.
(30) Brase, S.; Banert, K. In Organic Azides: Synthesis and
̈
Applications; John Wiley & Sons, Ltd., 2010.
(31) Collins, K. D.; Glorius, F. Nat. Chem. 2013, 5, 597.
(32) Gensch, T.; Teders, M.; Glorius, F. J. Org. Chem. 2017, 82,
9154.
(33) Goswami, P. P.; Suding, V. P.; Carlson, A. S.; Topczewski, J. J.
Eur. J. Org. Chem. 2016, 2016, 4805.
ACKNOWLEDGMENTS
■
Financial support was provided by the University of Minnesota
and The American Chemical Society’s Petroleum Research
Fund (PRF No. 56505-DNI1). This research was supported by
the National Institute of General Medical Sciences of the
National Institutes of Health under Award No. R35GM124718.
We also acknowledge NIH Shared Instrumentation Grant No.
S10OD011952.
REFERENCES
■
(1) Brase, S.; Gil, C.; Knepper, K.; Zimmermann, V. Angew. Chem.,
̈
Int. Ed. 2005, 44, 5188.
(2) Ott, A. A.; Goshey, C. S.; Topczewski, J. J. J. Am. Chem. Soc.
2017, 139, 7737.
(3) Porter, M. R.; Shaker, R. M.; Calcanas, C.; Topczewski, J. J. J. Am.
Chem. Soc. 2018, 140, 1211.
(4) Giovani, S.; Singh, R.; Fasan, R. Chem. Sci. 2016, 7, 234.
(5) Barragan, E.; Bugarin, A. J. Org. Chem. 2017, 82, 1499.
(6) Packard, M. H.; Cox, J. H.; Suding, V. P.; Topczewski, J. J. Eur. J.
Org. Chem. 2017, 2017, 6365.
(7) Gagneux, A.; Winstein, S.; Young, W. G. J. Am. Chem. Soc. 1960,
82, 5956.
́
(8) Belanger, G.; Dupuis, M.; Larouche-Gauthier, R. J. Org. Chem.
2012, 77, 3215.
(9) Kavala, M.; Mathia, F.; Kozisek, J.; Szolcsanyi, P. J. Nat. Prod.
2011, 74, 803.
(10) Fesenko, A. A.; Dem’Yachenko, E. A.; Fedorova, G. A.; Shutalev,
A. D. Monatsh. Chem. 2013, 144, 351.
(11) Feldman, K. S.; Antoline, J. F. Org. Lett. 2012, 14, 934.
(12) Shirke, R. P.; Ramasastry, S. S. V. Org. Lett. 2017, 19, 5482.
(13) Kamal, A.; Malik, M. S.; Shaik, A. A.; Azeeza, S. J. Mol. Catal. B:
Enzym. 2009, 58, 132.
(14) Singh, P. N. D.; Mandel, S. M.; Sankaranarayanan, J.;
Muthukrishnan, S.; Chang, M.; Robinson, R. M.; Lahti, P. M.; Ault,
́
B. S.; Gudmundsdottir, A. D. J. Am. Chem. Soc. 2007, 129, 16263.
(15) Chowdhury, N.; Dutta, S.; Karthick, S.; Anoop, A.; Dasgupta, S.;
Pradeep Singh, N. D. J. Photochem. Photobiol., B 2012, 115, 25.
(16) Sankaranarayanan, J.; Bort, L. N.; Mandel, S. M.; Chen, P.;
Krause, J. A.; Brooks, E. E.; Tsang, P.; Gudmundsdottir, A. D. Org.
Lett. 2008, 10, 937.
(17) Singh, P. N. D.; Muthukrishnan, S.; Murthy, R. S.; Klima, R. F.;
Mandel, S. M.; Hawk, M.; Yarbrough, N.; Gudmundsdot
́
tir, A. D.
Tetrahedron Lett. 2003, 44, 9169.
(18) Jiao, J.; Nguyen, L. X.; Patterson, D. R.; Flowers, R. A. Org. Lett.
2007, 9, 1323.
(19) Eckert, M.; Fleischmann, G.; Jira, R.; Bolt, H.; Golka, K.
Ullmann’s Encycl. Ind. Chem. 2012, 1, 191.
(20) Chaudhari, D. A.; Fernandes, R. A. J. Org. Chem. 2016, 81, 2113.
(21) Cornell, C. N.; Sigman, M. S. Org. Lett. 2006, 8, 4117.
(22) Wang, Y.-F.; Gao, Y.-R.; Mao, S.; Zhang, Y.-L.; Guo, D.-D.; Yan,
Z.-L.; Guo, S.-H.; Wang, Y.-Q. Org. Lett. 2014, 16, 1610.
(23) Keinan, E.; Seth, K. K.; Lamed, R. J. Am. Chem. Soc. 1986, 108,
3474.
(24) Morandi, B.; Wickens, Z. K.; Grubbs, R. H. Angew. Chem., Int.
Ed. 2013, 52, 2944.
(25) Lerch, M. M.; Morandi, B.; Wickens, Z. K.; Grubbs, R. H.
Angew. Chem., Int. Ed. 2014, 53, 8654.
(26) Morandi, B.; Wickens, Z. K.; Grubbs, R. H. Angew. Chem., Int.
Ed. 2013, 52, 9751.
D
Org. Lett. XXXX, XXX, XXX−XXX