Jump to main content
Jump to site search

Issue 27, 2018
Previous Article Next Article

Lewis acid catalyzed asymmetric [4+2] cycloaddition of cyclobutenones to synthesize α,β-unsaturated δ-lactones

Author affiliations

Abstract

Here we report an efficient asymmetric [4+2] cycloaddition of β,γ-unsaturated α-ketoesters with cyclobutenones. The corresponding products were obtained in good yields (up to 92%) with excellent enantioselectivities (up to 98% ee) and diastereoselectivities (up to >19/1 dr). Moreover, based on the control experiments and previous reports, a possible catalytic cycle was proposed.

Graphical abstract: Lewis acid catalyzed asymmetric [4+2] cycloaddition of cyclobutenones to synthesize α,β-unsaturated δ-lactones

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Feb 2018, accepted on 08 Mar 2018 and first published on 09 Mar 2018


Article type: Communication
DOI: 10.1039/C8CC01040D
Citation: Chem. Commun., 2018,54, 3375-3378
  •   Request permissions

    Lewis acid catalyzed asymmetric [4+2] cycloaddition of cyclobutenones to synthesize α,β-unsaturated δ-lactones

    Q. Yao, H. Yu, H. Zhang, S. Dong, F. Chang, L. Lin, X. Liu and X. Feng, Chem. Commun., 2018, 54, 3375
    DOI: 10.1039/C8CC01040D

Search articles by author

Spotlight

Advertisements