Related Experiment Video
Updated: Aug 6, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
An in-depth study on ring-closing metathesis of carbohydrate-derived alpha-alkoxyacrylates: efficient syntheses of
Koen F W Hekking1, Marcel A H Moelands, Floris L van Delft
1Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands.
Abstract:
Novel, efficient synthetic pathways to DAH, KDO, and 2-deoxy-beta-KDO are described. Ring-closing metathesis (RCM) of highly functionalized alpha-alkoxyacrylate fragments resulted in a series of synthetically versatile oxygen heterocyclic intermediates. Further functionalization of the resulting enol ether double bond and subsequent deprotection provided the natural products in high overall yields, starting from commercially available protected sugars.
Related Concept Videos
Aldol Condensation with β-Diesters: Knoevenagel Condensation
Intramolecular Aldol Reaction
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview
Aldehydes and Ketones with Alcohols: Hemiacetal Formation

