Calcium-catalyzed dehydrative allylation of P-ylides and sequential Wittig reaction for streamlined access to versatile 1,4-dienes

Xiaohong Li, Dong Zhang, Yan Wang, Shiji Xiao, Ying Wu, Peizhong Xie*, Teck Peng Loh*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A transition metal-free dehydrative allylation of stabilized P-ylides with activated allylic alcohols has been developed. This protocol utilizes a calcium catalyst to facilitate the cleavage of C-OH bonds and enables smooth dehydrative cross-coupling with P-ylides, resulting in water as the sole by-product. Remarkably, this transformation exhibits excellent tolerance towards a diverse range of allylic alcohols and P-ylides. Furthermore, the subsequent Wittig reaction affords a wide array of highly functionalized 1,4-dienes with high yields.

Original languageEnglish
Pages (from-to)18779-18784
Number of pages6
JournalNew Journal of Chemistry
Volume47
Issue number40
DOIs
Publication statusPublished - Sept 19 2023
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

ASJC Scopus Subject Areas

  • Catalysis
  • General Chemistry
  • Materials Chemistry

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