Organic Letters
Letter
spectrometers were provided by Major Research Instrumenta-
tion grants of the National Science Foundation under Grants
CHE-0922973 and CHE-0741793, respectively. The CCD
based X-ray diffractometer at Michigan State University was
upgraded and/or replaced by departmental funds. We thank
Dr. C. D. Anderson (tesa tape), Dr. J. B. Johnson (Hope
College), Dr. D. E. Benson (Calvin College), and Mr. J. Lear
(Ohio State University) for helpful insights and support of this
work.
Scheme 8. Isotope Study
REFERENCES
Summary
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A new method for the synthesis of trisubstituted indolizines
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ASSOCIATED CONTENT
* Supporting Information
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S
The Supporting Information is available free of charge on the
Representative experimental procedures, further opti-
mization studies, solid-state packing diagrams for 4,
spectroscopic support for the formation of partially
deuterated indolizine 4/4′, and 1H and 13C NMR
spectra for all new compounds (PDF)
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Accession Codes
CCDC 1920795 contains the supplementary crystallographic
data for this paper. These data can be obtained free of charge
Crystallographic Data Centre, 12 Union Road, Cambridge
CB2 1EZ, UK; fax: +44 1223 336033.
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AUTHOR INFORMATION
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Corresponding Author
ORCID
(8) Romero, E. O.; Reidy, C. P.; Bootsma, A. B.; PreFontaine, N.
M.; Vryhof, N. W.; Wierenga, D. C.; Anderson, C. E. J. Org. Chem.
2016, 81, 9895−9902.
Present Addresses
(9) Romero, N. A.; Klepser, B. M.; Anderson, C. E. Org. Lett. 2012,
14, 874−877.
(10) Carroll, T. X.; Thomas, T. D.; Bergersen, H.; Borve, K. J.;
Saethre, L. J. Org. Chem. 2006, 71, 1961−1968.
‡L.A.N.: Department of Chemistry, University of California-
Davis, Davis, CA 95616
§R.J.S.: Department of Chemistry, Michigan State University,
East Lansing, MI 48824
Author Contributions
†M.D.R., C.T.H., and E.E.Z. contributed equally.
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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This work was supported by the National Science Foundation
under Grants CHE-1266314 and CHE-1665139 and awards
from Calvin College. NMR spectrometers and mass
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