Silyl Migrations in D-Xylose Derivatives: Total Synthesis of a Marine Quinoline Alkaloid

Anuchit Phanumartwiwath, Tom Hornsby, Joazaizulfazli Jamalis, Christopher D. Bailey, Christine L. Willis*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

10 Citations (Scopus)

Abstract

A versatile method for the synthesis of orthogonally protected D-xylose 1-thioethers is described using unusual silyl group migrations which were pivotal in the synthesis of 4,8-dimethyl-6-O-(2',4'-di-O-methyl-beta-D-xylopyranosyl)hydroxyquinoline confirming the structure and absolute configuration of the natural product.

Original languageEnglish
Pages (from-to)5734-5737
Number of pages4
JournalOrganic Letters
Volume15
Issue number22
DOIs
Publication statusPublished - 15 Nov 2013

Structured keywords

  • BCS and TECS CDTs

Keywords

  • ALGA POLYCAVERNOSA-TSUDAI
  • SPONGE MYRIASTRA-CLAVOSA
  • CONVENIENT SYNTHESIS
  • MACROLIDE
  • ACCEPTOR
  • ROUTE

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