Jump to main content
Jump to site search

Issue 35, 2018
Previous Article Next Article

Redox deracemization of 1,3,4,9-tetrahydropyrano[3,4-b]indoles

Author affiliations


The existing asymmetric synthesis of enantiopure α-substituted cyclic ethers predominantly relies on the enantioselective C–C bond formation involving a prochiral oxocarbenium ion intermediate. In such a strategy, enantioselectivity and efficiency are typically susceptible to the electronic and substituent effects of either nucleophile or electrophile partners. Here, we describe a strategically different redox deracemization of α-substituted 1,3,4,9-tetrahydropyrano[3,4-b]indoles. This method exhibits good compatibility with the regional variation of the electronic or substituent effect of substrates, thus providing a practical and efficient supplement to the traditional strategy.

Graphical abstract: Redox deracemization of 1,3,4,9-tetrahydropyrano[3,4-b]indoles

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Feb 2018, accepted on 05 Apr 2018 and first published on 05 Apr 2018

Article type: Communication
DOI: 10.1039/C8CC01276H
Citation: Chem. Commun., 2018,54, 4445-4448

  •   Request permissions

    Redox deracemization of 1,3,4,9-tetrahydropyrano[3,4-b]indoles

    R. Lu, Y. Li, J. Zhao, J. Li, S. Wang and L. Liu, Chem. Commun., 2018, 54, 4445
    DOI: 10.1039/C8CC01276H

Search articles by author