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

Authors :
Li, Xiaohong
Zhang, Dong
Wang, Yan
Xiao, Shiji
Wu, Ying
Xie, Peizhong
Loh, Teck-Peng
Source :
New Journal of Chemistry. 10/28/2023, Vol. 47 Issue 40, p18779-18784. 6p.
Publication Year :
2023

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
11440546
Volume :
47
Issue :
40
Database :
Academic Search Index
Journal :
New Journal of Chemistry
Publication Type :
Academic Journal
Accession number :
173011292
Full Text :
https://doi.org/10.1039/d3nj03640e