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Issue 84, 2020
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Enantioselective dicarbofunctionalization of (E)-alkenyloxindoles with pyridinium salts by chiral Lewis acid/photo relay catalysis

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Abstract

A highly efficient enantioselective dicarbofunctionalization reaction of (E)-alkenyloxindoles with pyridinium salts was realized. The process includes the chiral N,N′-dioxide–Sc(III) complex-catalyzed regio-, diastereo-, and enantioselective [3+2] cycloaddition reaction and the following photo-promoted aza-Norrish II type rearrangement. A series of 2-pyridyl substituted oxindole derivatives were obtained in good yields with moderate to good diastereo- and enantioselectivities.

Graphical abstract: Enantioselective dicarbofunctionalization of (E)-alkenyloxindoles with pyridinium salts by chiral Lewis acid/photo relay catalysis

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Article information


Submitted
19 Aug 2020
Accepted
14 Sep 2020
First published
15 Sep 2020

Chem. Commun., 2020,56, 12757-12760
Article type
Communication

Enantioselective dicarbofunctionalization of (E)-alkenyloxindoles with pyridinium salts by chiral Lewis acid/photo relay catalysis

D. Zhang, S. Dong, Q. He, Y. Luo, Y. Liu, X. Liu and X. Feng, Chem. Commun., 2020, 56, 12757
DOI: 10.1039/D0CC05621A

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