13989-27-0

Usage

InChI:InChI=1/C3H3FO/c1-3(4)2-5/h2H,1H2

Upstream product

• 13989-29-2 3-butoxy-3-(2-chloro-ethoxy)-2-fluoro-propene 
• 66450-75-7 1-((1-butoxy-2-fluoropropenyl)oxy)butane 
• 75-43-4 Dichlorofluoromethane 
• 5675-31-0 2-fluoro-2-propen-1-ol 
• 18751-69-4 3-(2-chloro-ethoxy)-3-ethoxy-2-fluoro-propene 
• 75681-85-5 1-chloro-2-ethoxy-1-fluorocyclopropane 

Downstream Products

• 111581-56-7 N-(1-Cyano-2-fluoroallyl)-4,4'-dimethoxybenzhydrylamine 

Relevant academic research and scientific papers

Large Scale Synthesis of 2-Fluoroacrolein

A large scale preparation of 2-fluoroacrolein (1) is achieved by refluxing the cyclopropyl ether (5), prepared by the addition of chlorofluorocarbene (3) to n-butyl vinyl ether (2), in n-butanol/pyridine mixture and subsequently hydrolysing the acetal 7 formed.

Preparation method for 2-fluoroacrylate

The invention discloses a preparation method for 2-fluoroacrylate. The preparation method comprises the following steps: (1) mixing dichlorofluoromethane and vinyl ether with a structure as shown in a formula A so as to obtain a substituted cyclopropane compound with a structure as shown in a formula B; (2) mixing ROH and the substituted cyclopropane compound with the structure as shown in the formula B so as to obtain an acetal product with a structure as shown in a formula C, and subjecting the acetal product to hydrolysis so as to obtain 2-fluoroacrolein with a structure as shown in a formula D, or subjecting the substituted cyclopropane compound with the structure as shown in the formula B and water to a reaction and cracking so as to obtain 2-fluoroacrolein with the structure as shown in the formula D; (3) subjecting 2-fluoroacrolein with the structure as shown in the formula D to oxidation so as to obtain 2-fluoroacrylic acid with a structure as shown in a formula E; and (4) mixing ROH and 2-fluoroacrylic acid with the structure as shown in the formula E so as to obtain 2-fluoroacrylate with a structure as shown in a formula F.

Enantioselective diels-alder reactions with anomalous endo/exo selectivities using conformationally flexible chiral supramolecular catalysts

Swapped selectivities: The use of tailor-made catalysts results in anomalous endo/exo selectivities and high enantioselectivities in the Diels-Alder reactions of cyclopentadiene with different acroleins (see scheme). These supramolecular catalysts are prepared in situ from chiral diols, arylboronic acid, and tris(pentafluorophenyl)borane, and can discriminate the re/si face of the dienophile as well as the endo/exo approach of the diene.