851348-65-7

Upstream product

• 88-18-6 2-tert-Butylphenol 
• 105-36-2 ethyl bromoacetate 
• 133000-13-2 phosphorochloridous acid bis-(2-tert-butyl-phenyl) ester 
• 851348-76-0 di-(2-tert-butylphenyl) ethyl phosphite 

Downstream Products

• 17343-88-3 (E)-3-cyclohexyl-acrylic acid ethyl ester 
• 18521-02-3 (Z)-ethyl 3-cyclohexylacrylate 
• 7367-88-6 ethyl (E)-2-decenate 
• 7367-88-6 (Z)-dec-2-enoic acid ethyl ester 
• 4610-69-9 (Z)-ethyl cinnamate 
• 4192-77-2 ethyl cinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 

Relevant academic research and scientific papers

Exploiting domino enyne metathesis mechanisms for skeletal diversity generation

In the context of diversity-oriented synthesis, the exploration and optimization of the domino metathesis of decorated norbornenes allowed complex polycyclic architectures to be generated in a highly efficient and atom-economical process. The Royal Society of Chemistry.

Diastereoselective Method of Preparing Olefins by Means of the Horner-Wadsworth-Emmons Reaction Using a Particular Phosphonate Which Improves Diastereoselectivity at all Temperatures Including at Ambient Temperature

The invention relates to a diastereoselective process for the preparation of olefins by the Horner-Wadsworth-Emmons reaction which consists in reacting a specific phosphonate improve the diastereoselectivity at all temperatures including at ambient temperature, with a carbonyl derivative in the presence of a base in an appropriate solvent.

Phosphonate modification for a highly (Z)-selective synthesis of unsaturated esters by Horner-Wadsworth-Emmons olefination

The Horner-Wadsworth-Emmons (HWE) reaction of various ethyl diarylphosphonoacetates with benzaldehyde, cyclohexane carboxaldehyde and octanal is reported. Selectivities of up to 98% at -78°C are obtained with the three substrates. Among all the phosphonates prepared, the reagent based on 2-tert-butylphenol proved to be especially efficient, with Z/E ratios close to 95:5 at 0°C. It appears thus to be the reagent of choice for the (Z)-selective HWE reaction with both aromatic and aliphatic aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Efficient and scalable protocol for the Z-selective synthesis of unsaturated esters by horner-wadsworth-emmons olefination

The synthesis of a highly Z-selective Horner-Wadsworth-Emmons (HWE) reagent from cheap and readily available starting materials on a 200-g scale is described. The HWE reaction conditions have also been studied in order to design an efficient and scalable