First total synthesis of (4R,5R,11S) and (4R,5R,11R)-iso-cladospolide B

First total synthesis of (4R,5R,11S) and (4R,5R,11R)-iso-cladospolide B

Authors

  • María González
  • Zoila Gándara
  • Matar Seck
  • Generosa Gómez
  • yagamare fall

DOI:

https://doi.org/10.13171/mjc.4.1.2015.17.02.10.25/yagamare

Abstract

The two enantiomers of natural products (4S, 5S, 11R)-and (4S, 5S, 11S)-iso-cladospolide B have been synthesized and their structures unambiguously confirmed by X-ray crystallographic analysis. Key steps of the synthesis include the use of tri-O-acetyl-D-glucal as precursor for a chiral furan diol which, after side chain transformation, underwent singlet oxygen oxidation to afford the target butenolides

Downloads

Additional Files

Published

17-02-2015

Issue

Vol. 4 No. 1 (2015)

Section

Organic Chemistry

License

Authors who publish with this journal agree to the following terms:

    1. Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal
    2. Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal
    3. Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).