Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/138266
Title: Carbene-catalyzed enantioselective addition of benzylic carbon to unsaturated acyl azolium for rapid synthesis of pyrrolo[3,2- c]quinolines
Authors: Wang, Jilan
Li, Yongjia
Sun, Jun
Wang, Hong
Jin, Zhichao
Chi, Robin Yonggui
Keywords: Science::Chemistry::Organic chemistry
Issue Date: 2018
Source: Wang, J., Li, Y., Sun, J., Wang, H., Jin, Z., & Chi, R. Y. (2018). Carbene-catalyzed enantioselective addition of benzylic carbon to unsaturated acyl azolium for rapid synthesis of pyrrolo[3,2- c]quinolines. ACS Catalysis, 8(10), 9859-9864. doi:10.1021/acscatal.8b02651
Journal: ACS Catalysis
Abstract: A carbene-catalyzed enantioselective addition of benzylic carbon to α,β-unsaturated acyl azolium intermediate generated via N-heterocyclic carbene catalysis is disclosed. This addition is followed by a stereoselective Mannich reaction and a chemo-selective lactam formation cascade to afford pyrrolo[3,2-c]quinolones as the products with excellent yields and optical purities. This work constitutes an effective asymmetric benzyl sp3-carbon functionalization and single-step rapid access to multicyclic heterocycles bearing four contiguous chiral centers.
URI: https://hdl.handle.net/10356/138266
ISSN: 2155-5435
DOI: 10.1021/acscatal.8b02651
Rights: © 2018 American Chemical Society. All rights reserved. This paper was published in ACS Catalysis and is made available with permission of American Chemical Society.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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