Tetrahedron

Acyclic phenylalkanediols as substrates for the study of enzyme recognition: synthesis of substrates and enzymatic resolution via hydrolysis and transesterification

A Rumbero, I Borreguero, JV Sinisterra, AR Alcántara

Index: Rumbero, Angel; Borreguero, Isabel; Sinisterra, Jose V.; Alcantara, Andres R. Tetrahedron, 1999 , vol. 55, # 52 p. 14947 - 14960

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Citation Number: 6

Abstract

Different racemic or prochiral phenyl alkane (l, n)-diols were synthesized, and their resolution was carried out by two different strategies: enzymatic transesterification with vinyl acetate, or enzymatic hydrolysis of their corresponding diacetates, in both cases catalysed by porcine pancreatic lipase (PPL). The absolute configuration of the optically enriched reaction products was determined by formation of Mosher's esters or by the use of the ...