Jump to main content
Jump to site search

Issue 6, 2017
Previous Article Next Article

Aerobic oxidation and EATA-based highly enantioselective synthesis of lamenallenic acid

Author affiliations

Abstract

By utilizing the recently developed EATA (enantioselective allenylation of terminal alkynes) reaction and the aerobic oxidation of alcohols, lamenallenic acid, a naturally occurring axially chiral allene, has been synthesized with a high ee value and E/Z selectivity from methyl 5-hexynoate and (E)-10-dodecenal, which could be prepared easily from 1-decyne and 1-pentyne, respectively, with (S)-α,α-dimethylprolinol as the chiral source.

Graphical abstract: Aerobic oxidation and EATA-based highly enantioselective synthesis of lamenallenic acid

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Dec 2016, accepted on 06 Feb 2017 and first published on 08 Feb 2017


Article type: Research Article
DOI: 10.1039/C6QO00785F
Citation: Org. Chem. Front., 2017,4, 951-957
  •   Request permissions

    Aerobic oxidation and EATA-based highly enantioselective synthesis of lamenallenic acid

    X. Jiang, Y. Xue and S. Ma, Org. Chem. Front., 2017, 4, 951
    DOI: 10.1039/C6QO00785F

Search articles by author

Spotlight

Advertisements