Donor specificity and regioselectivity in Lipolase mediated acylations of methyl α-D-glucopyranoside by vinyl esters of phenolic acids and their analogues.
作者： Mária Mastihubová , Vladimír Mastihuba
DOI: 10.1016/J.BMCL.2013.07.051
关键词:
摘要: Abstract Methyl α- d -glucopyranoside as a model acceptor was acylated by several phenolic and non-phenolic vinyl esters using immobilised Lipolase. Donor specificity regioselectivity of reaction were investigated. Conversion rate acylation structurally varied donors indicates that the synthetic reactivity Lipolase corresponds to hydrolytic activity feruloyl esterase type A. exhibited remarkable for primary position methyl -glucopyranoside. The occurred exclusively at 6- O when acids (hydroxybenzoates, hydroxyphenylalkanoates hydroxycinnamates) served acyl (5–77%). In addition major -acyl products (52–79%), 2,6-di- -acylated derivatives isolated from mixtures (2–13%) used (vinyl fully methoxylated acids, along with benzoates, cinnamates or some heterocyclic analogues).
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