Issue 6, 2023

An Fe(iii)-catalyzed reduction radical tandem strategy to access poly-substituted β-alkenyl valerolactones

Abstract

The convenient synthesis of structurally diverse and complex poly-substituted β-alkenyl valerolactones is first reported via the reduction radical tandem strategy of 2,3-dienoates and allyl alcohols by Fe(III)-catalysis. Under Fe(III) catalysis, various allyl alcohols can simultaneously transform into alkyl radicals and allyl ester intermediates, which can form products via Michael addition. Interestingly, the method can also prepare spiro-valerolactones and cyclo-valerolactones. In addition, β-alkenyl valerolactones can be further transformed into unreported pyrazole lactone compounds.

Graphical abstract: An Fe(iii)-catalyzed reduction radical tandem strategy to access poly-substituted β-alkenyl valerolactones

Supplementary files

Article information

Article type
Research Article
Submitted
26 Dec 2022
Accepted
10 Feb 2023
First published
11 Feb 2023

Org. Chem. Front., 2023,10, 1551-1556

An Fe(III)-catalyzed reduction radical tandem strategy to access poly-substituted β-alkenyl valerolactones

F. Li, B. Wang, H. Xu, Y. Xiao, D. Huang and J. Wang, Org. Chem. Front., 2023, 10, 1551 DOI: 10.1039/D2QO02038F

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