Total Synthesis of the Marine Polyketide (-)-Gracilioether F

Research output: Contribution to journalArticlepeer-review

Authors

Colleges, School and Institutes

External organisations

  • Department of Organic Chemistry, Indian Association for the Cultivation of Science

Abstract

First asymmetric synthesis of the marine natural product (-)-gracilioether F is described from a d-mannitol derived known compound. The key step involves intramolecular 1,4-conjugate addition of a hydroxymethyl radical generated from Ti (III) mediated ring opening of a terminal epoxy ring tethered to a butenolide to produce stereoselectively a five-membered ring fused bicyclic lactone, the core structure present in gracilioether F.

Details

Original languageEnglish
Pages (from-to)7675-7682
Number of pages8
JournalThe Journal of Organic Chemistry
Volume82
Issue number14
Publication statusPublished - 21 Jun 2017

Keywords

  • Journal Article