Organic Letters
Letter
In conclusion, we have developed a phosphine-catalyzed
cascade cycloaddition strategy for facily synthesizing chrome-
nopyrrole derivatives from aldimine esters and δ-acetoxy
allenoates. In particular, a wide range of products have been
afforded in generally good yields with excellent diastereose-
lectivities. In addition, by using a chiral phosphine catalyst, the
cycloaddition reaction can also initially realize the asymmetric
synthesis of chromeno[4,3-b]pyrrole. This protocol can be
expected to find wide synthetic application because of its
simple operation, mild reaction conditions, high efficiency, and
high chemo- and enantioselectivity.
ACKNOWLEDGMENTS
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This work was financially supported by the National Natural
Science Foundation of China (Grants 21102179 and
21572271), the Qing Lan Project of Jiangsu Province, and
the “Double First-Class” University project (CPU2018GY35
and CPU2018GF02).
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ASSOCIATED CONTENT
* Supporting Information
The Supporting Information is available free of charge at
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sı
Experimental procedures and spectroscopic data for the
substrates and products (PDF)
́
́
Accession Codes
crystallographic data for this paper. These data can be obtained
Cambridge Crystallographic Data Centre, 12 Union Road,
Cambridge CB2 1EZ, UK; fax: +44 1223 336033.
AUTHOR INFORMATION
Corresponding Authors
■
Qingfa Zhou − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
Ming Chen − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
University, Nanjing 210009, P. R. China; Email: chm@
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Authors
Zonghao Dai − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
University, Nanjing 210009, P. R. China
Jin Zhu − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
University, Nanjing 210009, P. R. China
Wenbo Su − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
University, Nanjing 210009, P. R. China
Wuxian Zeng − State Key Laboratory of Natural Medicines,
Department of Organic Chemistry, China Pharmaceutical
University, Nanjing 210009, P. R. China
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Complete contact information is available at:
Author Contributions
†Z.D. and J.Z. contributed equally to this work.
Notes
The authors declare no competing financial interest.
D
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