5707-59-5Relevant articles and documents
The studies on the chemoenzymatic synthesis of 2-benzyl-3-butenoic acid
Borys, Filip,Paprocki, Daniel,Koszelewski, Dominik,Ostaszewski, Ryszard
, p. 6 - 9 (2018/06/01)
The studies on the chemoenzymatic synthesis of 2-benzyl-3-butenoic acid 3 were performed. The alkylation of dienolates derived from the crotonic and vinylacetic acids with different types of alkylating agents was examined. In all cases the inseparable mixture of isomeric acids 3 and 4 were obtained. Chemoselective enzymatic esterification of those mixtures provides ester 6 in 86% yield as a single product without double bond isomerization. None common method can be used for its hydrolysis since under basic conditions only isomeric acid 5 is formed. To overcome this limitation enzyme catalysed hydrolysis process was design. This protocol afforded isomerically pure acid 3 in 98% yield.