Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 88, 2018
Previous Article Next Article

Catalytic enantioselective ene-type reactions of vinylogous hydrazone: construction of α-methylene-γ-butyrolactone derivatives

Author affiliations

Abstract

The catalytic asymmetric ene-type reactions of vinylogous hydrazone were accomplished by using chiral N,N′-dioxide–metal salt complexes as catalysts. A wide range of electrophiles, including isatins, α-ketoester, imines, and aldehydes reacted with (E)-2-methyl-N-(piperidin-1-yl)prop-2-en-1-imine efficiently, affording the corresponding homoallylic alcohols and amines in high yields (up to 99%) with excellent ee values (up to 99%). The methodology provided a convenient way to synthesize bioactive chiral α-methylene-γ-butyrolactone derivatives.

Graphical abstract: Catalytic enantioselective ene-type reactions of vinylogous hydrazone: construction of α-methylene-γ-butyrolactone derivatives

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 Sep 2018, accepted on 12 Oct 2018 and first published on 13 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07567K
Citation: Chem. Commun., 2018,54, 12511-12514

  •   Request permissions

    Catalytic enantioselective ene-type reactions of vinylogous hydrazone: construction of α-methylene-γ-butyrolactone derivatives

    H. Zhang, Q. Yao, W. Cao, S. Ge, J. Xu, X. Liu and X. Feng, Chem. Commun., 2018, 54, 12511
    DOI: 10.1039/C8CC07567K

Search articles by author

Spotlight

Advertisements