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crystallographic information (CIF). This material is available free
Tsutsui, H.; Hashimoto, S. Org. Lett. 2008, 10, 3603–3606. (f) Ishida, K.;
Kusama, H.; Iwasawa, N. J. Am. Chem. Soc. 2010, 132, 8842–8843.
(8) A remarkable effect of TfNH2 on the enantio- and diastereos-
electivity of rhodium-catalyzed cyclopropanations of α-cyano diazoace-
tamide has been noted by Charette and co-workers. The basis for this
cooperative effect appears to be entirely different from the one described
herein. See: Marcoux, D.; Azzi, S.; Charette, A. B. J. Am. Chem. Soc. 2009,
131, 6970–6972.
’ AUTHOR INFORMATION
Corresponding Author
(9) (a) Raheem, I. T.; Thiara, P. S.; Peterson, E. A.; Jacobsen, E. N.
J. Am. Chem. Soc. 2007, 129, 13404–13405. (b) Reisman, S. E.; Doyle,
A. G.; Jacobsen, E. N. J. Am. Chem. Soc. 2008, 130, 7198–7199. (c)
Klausen, R. S.; Jacobsen, E. N. Org. Lett. 2009, 11, 887–890. (d) Zuend,
S. J.; Jacobsen, E. N. J. Am. Chem. Soc. 2009, 131, 15358–15374. (e) Xu,
H.; Zuend, S. J.; Woll, M. G.; Tao, Y.; Jacobsen, E. N. Science 2010,
327, 986–990. (f) Knowles, R. R.; Lin, S.; Jacobsen, E. N. J. Am. Chem.
Soc. 2010, 132, 5030–5032. (g) Brown, A. R.; Kuo, W.-H.; Jacobsen,
E. N. J. Am. Chem. Soc. 2010, 132, 9286–9288. (h) De, C. K.; Klauber,
E. G.; Seidel, D. J. Am. Chem. Soc. 2009, 131, 17060–17061. For a recent
review, see: (i) Zhang, Z.; Schreiner, P. R. Chem. Soc. Rev. 2009, 38,
1187–1198.
’ ACKNOWLEDGMENT
This work was supported by NIH Grant GM43214, an
NDSEG Predoctoral Fellowship to M.R.W. (32CFR168a), and
an NIH Postdoctoral Fellowship to N.Z.B. (GM089036). We
thank Dr. Shao-Liang Zheng for crystal structure determination
and Dr. Christopher Uyeda for the synthesis and use of catalyst
32. Panels B and C of Figure 1 were generated using CYLview.25
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