6969-36-4

Upstream product

• 82826-13-9 (E)-3-(furan-2-yl)-2-methylacrylic acid ethyl ester 
• 98-01-1 furfural 
• 54160-39-3 3-(furan-2-yl)methacrylic acid 

Downstream Products

• 1027598-80-6 2-(6-Benzenesulfinyl-4-ethyl-2-methyl-hexa-4,5-dienyl)-furan 
• 1027307-54-5 2-<4-Ethyl-2-methyl-6-(phenylsulfonyl)-4,5-hexadienyl>furan 
• 147031-53-6 2-<5-Ethoxy-4-ethyl-2-methyl-6-(phenylsulfonyl)-4(E)-hexenyl>furan 
• 147031-54-7 2-<5-Ethoxy-4-ethyl-2-methyl-6-(phenylsulfonyl)-4(Z)-hexenyl>furan 

Relevant academic research and scientific papers

Intramolecular Cycloadditions. Studies of Relative Asymmetric Induction

Treatment of both the E and Z isomers of alkoxyallylic sulfones 20a and 20b with TiCl4 results in the formation of 4 + 3 cycloadducts by intramolecular cycloaddition.The distribution of diastereomers is different from each isomer of educt.This suggests that cycloaddition occurs faster than any isomerization process of the intermediate allylic cations.Both the E and Z isomers of 20c lead to the same 4 + 3 cycloadduct with essentially complete diastereoselectivity.Inherently high simple diastereoselection and a strong conformational bias in the allylic cation intermediates for both isomers account for this selectivity.The importance of allylic cation stereochemistry in these reactions is underscored by the cyclization of 20d.The Z isomer give only 4 + 3 cycloadducts with excellent relative but poor simple diastereoselection, suggestive of a concerted reaction.The E isomer give a cycloadduct, enol ether 60, as the major cycloadduct as well as 4 + 3 cycloadducts and chloride-trapping product 61.This result is indicative of a stepwise reaction.The data reflect the importance of allylic cation stereochemistry in the regiochemical and stereochemical outcomes of intramolecular 4 + 2 cycloaddition reactions.

MICROBIAL REDUCTION OF 2-PHENYLPROPIONIC ACID, 2-BENZYLOXYPROPIONIC ACID AND 2-(2-FURFURYL)PROPIONIC ACID

Racemic 2-phenylpropionic acid and 2-benzyloxypropionic acid were subjected to microbial reduction and simultaneous resolution with several molds. i. e., Malus and Prunus strains of Glomerella cingulata, Gloeosporium olivarum and Gloeosporium laeticolor, yielding (R)-2-phenylpropanol and (S)-2-benzyloxypropanol , and leaving (R)-2-phenylpropionic acid , respectively.The microbial reduction of racemic 2-(2-furfuryl)propionic acid gave optically inactive (+/-)-2-(2-furfuryl)propanol .Keywords- asymetric reduction; 2-benzyloxypropionic acid; 2-(2-furfuryl)prioionic acid; microbial reduction; microbial resolution; 2-phenylpropionic acid