Ketene Claisen rearrangement of camphor-derived 1,3-oxathianes: complete control of tertiary and quaternary stereogenic centres

VK Aggarwal*, Alessandra Lattanzi, Daniel Fuentes Sanchez

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

15 Citations (Scopus)

Abstract

Dichloroketene reacts, via a [3,3]-sigmatropic rearrangement, with camphor-derived 1,3-oxathianes of alpha,beta-unsaturated aldehydes to give macrocyclic thiolactones in high yield and with complete transfer of chirality. The rearrangement is stereospecific.

Original languageEnglish
Pages (from-to)2534-2535
Number of pages2
JournalChemical Communications
Issue number21
DOIs
Publication statusPublished - 2002

Keywords

  • ALLYL ETHERS
  • THIOETHERS
  • ALDEHYDES
  • MOLECULES

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