Please do not adjust margins
ChemComm
Page 4 of 4
DOI: 10.1039/C6CC04638J
ARTICLE
Journal Name
2007, 129, 1866; (k) D. J. Michaelis, M. A. Ischay and T. P.
Yoon, J. Am. Chem. Soc., 2008, 130, 6610.
Research Foundation (NRF2015NRF-POC001-024) for generous
financial support.
10 (a) G. S. Liu, Y. Q. Zhang, Y. A. Yuan and H. Xu, J. Am. Chem.
Soc., 2013, 135, 3343; (b) D. F. Lu, C. L. Zhu, Z. X. Jia and H.
Xu, J. Am. Chem. Soc., 2014, 136, 13186; (c) Z. Ma, B. C.
Naylor, B. M. Loertscher, D. D. Hafen, J. M. Li and S. L. Castle,
J. Org. Chem., 2012, 77, 1208; (d) K. S. Williamson and T. P.
Yoon, J. Am. Chem. Soc., 2012, 134, 12370; (e) Y.-Q. Zhang,
Y.-A. Yuan, G.-S. Liu and H. Xu, Org. Lett., 2013, 15, 3910; (f) K.
Notes and references
1
(a) D. J. Ager, I. Prakash and D. R Schaad, Chem. Rev., 1996,
96, 835; (b) T. J. Donohoe, C. K. A. Callens, A. Flores, A. R.
Lacy and A. H. Rathi, Chem.-Eur. J., 2011, 17, 58.
S. Williamson and T. P. Yoon, J. Am. Chem. Soc., 2010, 132
,
2
(a) S. Kobayashi, Y. Mori, J. S. Fossey and M. M. Salter, Chem.
Rev., 2011, 111, 2626; (b) F. A. Luzzio, Tetrahedron, 2001, 57,
4570.
11 (a) U. Farid and T. Wirth, Angew. Chem. Int. Ed., 2012, 51
,
915.
(a) X. E. Hu, Tetrahedron, 2004, 60, 2701; (b) J. B. Sweeney,
Chem. Soc. Rev., 2002, 31, 247.
(a) T. Kang, H. Kim, J. G. Kim and S. Chang, Chem. Comm.,
2014, 50, 12073; (b) C. G. Espino and J. D. Bois, Angew. Chem.
Int. Ed., 2001, 40, 598; (c) K. J. Fraunhoffer and M. C. White, J.
Am. Chem. Soc., 2007, 129, 7274; (d) J.-L. Liang, S.-X. Yuan, J.-
S. Huang, W.-Y. Yu and C.-M. Che, Angew. Chem. Int. Ed.,
2002, 41, 3465; (e) H. Lebel, K. Huard and S. Lectard, J. Am.
Chem. Soc., 2005, 127, 14198.
3462; (b) G.-Q. Liu, L. Li, L. Duan and Y.-M. Li, RSC Adv., 2015,
, 61137; (c) K. Moriyama, Y. Izumisawa and H. Togo, J. Org.
3
4
5
Chem., 2012, 77, 9846; (d) V. A. Schmidt and E. J. Alexanian, J.
Am. Chem. Soc., 2011, 133, 11402; (e) J. M. Mahoney, C. R.
Smith and J. N. Johnston, J. Am. Chem. Soc., 2005, 127, 1354;
(f) H.-C. Xu and K. D. Moeller, J. Am. Chem. Soc., 2008, 130
,
13542; (g) H. M. Lovick and F. E. Michael, J. Am. Chem. Soc.,
2010, 132, 1249; (h) D. J. Wardrop, E. G. Bowen, R. E.
Forslund, A. D. Sussman and S. L. Weerasekera, J. Am. Chem.
Soc., 2010, 132, 1188; (i) K. Miyazawa, T. Koike and M. Akita,
Chem.-Eur. J., 2015, 21, 11677.
5
(a) P. He, H. Zheng, X. Liu, X. Lian, L. Lin and X. Feng, Chem.-
Eur. J., 2014, 20, 13482; (b) S. Liu, J. H. Xie, L. X. Wang and Q.
L. Zhou, Angew. Chem. Int. Ed., 2007, 46, 7506; (c) T.
Ohkuma, D. Ishii, H. Takeno and R. Noyori, J. Am. Chem. Soc.,
2000, 122, 6510; (d) H. Takahashi, S. Sakuraba, H. Takeda and
K. Achiwa, J. Am. Chem. Soc., 1990, 112, 5876; (e) A. W. Lei, S.
12 (a) Z. Dong and G. Dong, J. Am. Chem. Soc., 2013, 135, 18350;
(b) Y. Yang, S. L. Shi, D. W. Niu, P. Liu and S. L. Buchwald,
Science, 2015, 349, 62; (c) S. Zhu, N. Niljianskul and S. L.
Buchwald, J. Am. Chem. Soc., 2013, 135, 15746; (d) Y. Miki, K.
Hirano, T. Satoh and M. Miura, Angew. Chem. Int. Ed., 2013,
52, 10830; (e) W. Wang, X. Peng, F. Wei, C.-H. Tung and Z. Xu,
Angew. Chem. Int. Ed., 2016, 55, 649; (f) Y. Xi, T. W. Butcher,
l. Wu, M. H He and X. M. Zhang, J. Am. Chem. Soc., 1990, 126
1626.
,
6
7
(a) K. B. Sharpless, A. O. Chong and K. Oshima, J. Org. Chem.,
1976, 41, 177; (b) G. G. Li, H. T. Chang and K. B. Sharpless,
Angew. Chem. Int. Ed., 1996, 35, 451.
J. Zhang and J. F. Hartwig, Angew. Chem. Int. Ed., 2016, 55
,
776; (g) S. L. McDonald, C. E. Hendrick and Q. Wang, Angew.
Chem. Int. Ed., 2014, 53, 4667; (h) S. L. McDonald and Q.
Wang, Angew. Chem. Int. Ed., 2014, 53, 1867; (i) N. Matsuda,
K. Hirano, T. Satoh and M. Miura, Angew. Chem. Int. Ed.,
2012, 51, 3642; (j) R. P. Rucker, A. M. Whittaker, H. Dang and
G. Lalic, Angew. Chem. Int. Ed., 2012, 51, 3953; (k) K.
Hirano, T. Satoh and M. Miura, Org. Lett., 2011, 13, 2395; (l)
N. Matsuda, K. Hirano, T. Satoh and M Miura, J. Org. Chem.,
2012, 77, 617; (m) N. Matsuda, K. Hirano, T. Satoh and M.
Miura, J. Am. Chem. Soc., 2013, 135 , 4934; (n) R. Sakae, K.
Hirano and M. Miura, J. Am. Chem. Soc., 2015, 137, 6460; (o)
(a) L. V. Desai and M. S. Sanford, Angew. Chem. Int. Ed., 2007,
46, 5737; (b) U. Orcel and J. Waser, Angew. Chem. Int. Ed.,
2015, 54, 5250; (c) A. B. Weinstein, D. P. Schuman, Z. X. Tan
and S. S. Stahl, Angew. Chem. Int. Ed., 2013, 52, 11867; (d) H.
Zhu, P. Chen and G. Liu, J. Am. Chem. Soc., 2014, 136, 1766;
(e) E. J. Alexanian, C. Lee and E. J. Sorensen, J. Am. Chem.
Soc., 2005, 127, 7690; (f) G. S. Liu and S. S. Stahl, J. Am. Chem.
Soc., 2006, 128, 7179; (g) J.-E. Bä ckvall and S. E. Bystrom, J.
Org. Chem., 1982, 47, 1126; (h) J.-E. Bäckvall and E. E.
Bjorkman J. Org. Chem., 1980, 45, 2893; (i) J.-E. Bäckvall,
Tetrahcdron Lett., 1975, 26, 2225.
B. N. Hemric and Q. Wang, Beilstein J. Org. Chem., 2016, 12
,
22; (p) Y. Li, X. Zhou, G. F. Zheng and Q. Zhang, Beilstein J.
Org. Chem., 2015, 11, 2721.
8
(a) S. Beaumont, V. Pons, P. Retailleau, R. H. Dodd and P.
Dauban, Angew. Chem. Int. Ed., 2010, 49, 1634; (b) A. W.
Buesking and J. A. Ellman, Chem. Sci., 2014, 5, 1983; (c) G.
13 While preparing this manuscript a related protocol for the
electron-neutral alkene oxyamination using external acid as
oxygen donor was reported, see: B. N. Hemric, K. Shen and Q.
Wang, J. Am. Chem. Soc., 2016, 138, 5813.
Dequirez, J. Ciesielski, P. Retailleau and P. Dauban, Chem.-Eur.
J., 2014, 20, 8929; (d) R. Lorpitthaya, K. B. Sophy, J. L. Kuo
and X. W. Liu, Org. Biomol. Chem., 2009, 7, 1284; (e) R.
Lorpitthaya, Z. Z. Xie, J. L. Kuo and X. W. Liu, Chem.-Eur. J.,
2008, 14, 1561; (f) A. Padwa, A. C. Flick, C. A. Leverett and T.
Stengel, J. Org. Chem., 2004, 69, 6377; (g) E. L.-Agababa, E.
14 K. Fagnou and M. Lautens, Angew. Chem. Int. Ed., 2002, 41
26.
15 CCDC 1491982, see the Supporting Information for details.
,
16 (a) T. Sun and X. Zhang, Adv. Synth. Catal., 2012, 354, 3211;
(b) B. G. Pujanauski, B. A. Bhanu Prasad and R. Sarpong, J.
Am. Chem. Soc., 2006, 128, 6786; (c) Y. Peng, L. Cui, G. Zhang
and L. Zhang, J. Am. Chem. Soc., 2009, 131, 5062; (d) R.
Menhaji, L. N. Perlson and C. M. Rojas, Org. Lett., 2002,
4
R. Gupta, K. M. Sogi, S. E. Bernard, J. D. Decatur and C. M.
Rojas, Org. Lett., 2002, 11, 1527.
(a) T. Benkovics, J. Du, I. A. Guzei and T. P. Yoon, J. Org.
Chem., 2009, 74, 5545; (b) T. Benkovics, I. A. Guzei and T. P.
Yoon, Angew. Chem. Int. Ed., 2010, 49, 9153; (c) D. J.
Michaelis, K. S. Williamson and T. P. Yoon, Tetrahedron, 2009,
65, 5118; (d) M. Noack and R. Gottlich, Chem. Comm., 2002,
536; (e) M. C. Paderes and S. R. Chemler, Eur. J. Org. Chem.,
2011, 3679; (f) B. W. Turnpenny and S. R. Chemler, Chem.
4,
863; (h) A. Padwa and T. Stengel, Org. Lett., 2002, , 2137; (i)
Mahrwald and H. Schick, Angew. Chem. Int. Ed., 1991, 30
,
9
593; (e) T. Jiang, X. Quan, C. Zhu, Ph. G. Andersson and J.-E.
Bäckvall, Angew. Chem. Int. Ed., 2016, 55, 5824.
17 Y. Koganemaru, M. Kitamura and K. Narasaka, Chem. Lett.,
2002, 784.
Sci., 2014,
5, 1786; (g) P. H. Fuller, J.-W. Kim and S. R.
Chemler, J. Am. Chem. Soc., 2008, 130, 17638; (h) F. C.
Sequeira and S. R. Chemler, Org. Lett., 2012, 14, 4482; (i) M.
C. Paderes and S. R. Chemler, Org. Lett., 2009, 11, 1915; (j) D.
J. Michaelis, C. J. Shaffer and T. P. Yoon, J. Am. Chem. Soc.,
4 | J. Name., 2012, 00, 1-3
This journal is © The Royal Society of Chemistry 20xx
Please do not adjust margins