Journal of the American Chemical Society
Article
(13) Zhang, D.; Qiu, H.; Jiang, L.; Lv, F.; Ma, C.; Hu, W.
Enantioselective Palladium(II) Phosphate Catalyzed Three Compo-
nent Reactions of Pyrrole, Diazoesters, and Imines. Angew. Chem., Int.
Ed. 2013, 52, 13356−13360.
AUTHOR INFORMATION
■
Corresponding Authors
(14) Beeson, T. D.; Mastracchio, A.; Hong, J.-B.; Ashton, K.;
MacMillan, D. W. C. Enantioselective Organocatalysis Using SOMO
Activation. Science 2007, 316, 582−585.
ORCID
Notes
(15) Lee, H.-J.; Cho, C.-W. Cinchona-Based Primary Amine-
Catalyzed Asymmetric Cascade Aza-Michael−Aldol Reactions of
Enones with 2-(1H-Pyrrol-2-yl)-2-oxoacetates: Synthesis of Chiral
Pyrrolizines with Multistereocenters. J. Org. Chem. 2013, 78, 3306−
3312.
The authors declare no competing financial interest.
(16) Bae, J.-Y.; Lee, H.-J.; Youn, S.-H.; Kwon, S.-H.; Cho, C.-W.
Organocatalytic Asymmetric Synthesis of Chiral Pyrrolizines by
Cascade Conjugate Addition−Aldol Reactions. Org. Lett. 2010, 12,
4352−4355.
(17) Lee, H.-J.; Cho, C.-W. Asymmetric Synthesis of Chiral
Pyrrolizine-Based Triheterocycles by Organocatalytic Cascade Aza-
Michael−Aldol Reactions. Eur. J. Org. Chem. 2014, 2014, 387−394.
(18) Li, P.; Fang, F.; Chen, J.; Wang, J. Organocatalytic Asymmetric
Aza-Michael Addition of Pyrazole to Chalcone. Tetrahedron:
Asymmetry 2014, 25, 98−101.
(19) Fu, N.; Zhang, L.; Luo, S.; Cheng, J.-P. Chiral Primary Amine
Catalysed Asymmetric Conjugate Addition of Azoles to α-Substituted
Vinyl Ketones. Org. Chem. Front. 2014, 1, 68−72.
ACKNOWLEDGMENTS
■
This work was made possible by generous support from
Carlsberg Foundation “Semper Ardens”, FNU, Aarhus
University and DNRS. K.N.H. and A.S. thank the National
Science Foundation (CHE-1764328) for financial support.
The authors would like to thank Jeremy D. Erickson for X-ray
analysis as well as Teresa A. Palazzo and Danny K. B.
Jørgensen for ECD analysis. A.S. thanks the NIH Chemistry-
Biology Interface Research Training Grant (T32GM008496)
and the UCLA Dissertation Year Fellowship for funding. This
work used computational and storage resources associated with
the Hoffman2 Shared Cluster provided by the UCLA Institute
of Digital Research and Education (IDRE). This work also
used the Extreme Science and Engineering Discovery Environ-
ment (XSEDE).
(20) Zhang, J.; Zhang, Y.; Liu, X.; Guo, J.; Cao, W.; Lin, L.; Feng, X.
Enantioselective Protonation by Aza-Michael Reaction between
Pyrazoles and α-Substituted Vinyl Ketones. Adv. Synth. Catal. 2014,
356, 3545−3550.
(21) Mose, R.; Preegel, G.; Larsen, J.; Jakobsen, S.; Iversen, E. H.;
Jørgensen, K. A. Organocatalytic Stereoselective [8+2] and [6+4]
Cycloadditions. Nat. Chem. 2016, 9, 487−492.
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