Jump to main content
Jump to site search


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, Advance Article
  •   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, Advance Article , DOI: 10.1039/C8CC07567K

Search articles by author

Spotlight

Advertisements