Jump to main content
Jump to site search

Issue 44, 2013
Previous Article Next Article

Total synthesis of (±)-paracaseolide A and initial attempts at a Lewis acid mediated dimerization of its putative biosynthetic precursor

Author affiliations

Abstract

A short (5 steps) and highly efficient (25% overall yield) synthesis of paracaseolide A is described. Crucial steps are an α-iodination of a butenolide, a Suzuki coupling and a thermal Diels–Alder reaction. In attempts at Lewis acid catalyzed [4 + 2]-cycloadditions a set of novel dimerization products of the proposed biosynthetic paracaseolide A precursor were produced.

Graphical abstract: Total synthesis of (±)-paracaseolide A and initial attempts at a Lewis acid mediated dimerization of its putative biosynthetic precursor

Back to tab navigation

Supplementary files

Publication details

The article was received on 22 Aug 2013, accepted on 04 Sep 2013 and first published on 09 Sep 2013


Article type: Communication
DOI: 10.1039/C3RA44590A
Citation: RSC Adv., 2013,3, 21280-21284
  •   Request permissions

    Total synthesis of (±)-paracaseolide A and initial attempts at a Lewis acid mediated dimerization of its putative biosynthetic precursor

    D. S. Giera and C. B. W. Stark, RSC Adv., 2013, 3, 21280
    DOI: 10.1039/C3RA44590A

Search articles by author

Spotlight

Advertisements