57585-10-1

Upstream product

• 75640-70-9 3,3'-diphenyl-1,1'-bi-2-naphthol 
• 36854-57-6 2-Phenylbutyryl chloride 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 65359-61-7 4-phenyl-hexa-2,3-dienoic acid ethyl ester 
• 20452-67-9 phenylethylketene 
• 55442-34-7 3,3'-dimethyl-1,1'-binaphthalene-2,2'-diol 
• 90-27-7 2-Phenylbutyric acid 
• 351874-81-2 α-ethylbenzeneacetic acid phenyl ester 
• 179042-34-3 (2,6-Dimethyl-4-oxo-3,5-dioxa-4λ⁵-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-acetic acid methyl ester 
• 186581-53-3 diazomethane 
• 36858-91-0 rac.-3-Ethyl-3-phenyl-allencarbonsaeure-⁽¹⁾ 

Relevant academic research and scientific papers

Synthesis of Allenyl Esters by Horner-Wadsworth-Emmons Reactions of Ketenes Mediated by Isopropylmagnesium Bromide

The synthesis of conjugated allenyl esters (tri-substituted allenes) was achieved by magnesium(II)-mediated Horner-Wadsworth-Emmons reaction of methyl bis(2,2,2-trifluoroethyl)phosphonoacetate with disubstituted ketenes. In addition, a novel access to α-fluorinated allenyl carboxamides (tetrasubstituted allenes) is presented.

Enantioselective synthesis of allenecarboxylates from phenyl acetates through C-C bond forming reactions

A variety of optically active 4,4-disubstituted allenecarboxylic acid methyl esters were prepared from simple α,α-disubstituted phenyl acetate through base treatment of the esters to generate ketenes, followed by successive Horner-Wadsworth-Emmons reaction. The transformation was further developed as a one-pot procedure with satisfactory yields and high enantioselectivity.

Enantioselective preparation of allenecarboxylates by asymmetric Horner-Wadsworth-Emmons reaction

Optically active 4,4-disubstituted conjugated allenecarboxylates were enantioselectively prepared via C=C bond formation through an asymmetric Horner-Wadsworth-Emmons reaction with an optically active phosphonoacetate reagent.