A new chiral derivatizing agent for ee determination of 1,2-diols via H-1 NMR is described. (S)-(+)-N-Acetylphenylglycineboronic acid (1) is synthesized in enantiomerically pure form; its reaction with chiral diols quantitatively yields cyclic boronic esters 5a-g. The latter show a remarkably high diastereodifferentiation of proton NMR signals useful for de determination.

(S)-(+)-N-acetylphenylglycineboronic acid: A chiral derivatizing agent for Ee determination of 1,2-diols / CASELLI, Emilia; DANIELI, Chiara; MORANDI, Stefania; B., Bonfiglio; FORNI, Arrigo; PRATI, Fabio. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 5:(2003), pp. 4863-4866.

(S)-(+)-N-acetylphenylglycineboronic acid: A chiral derivatizing agent for Ee determination of 1,2-diols

CASELLI, Emilia;DANIELI, Chiara;MORANDI, Stefania;FORNI, Arrigo;PRATI, Fabio
2003

Abstract

A new chiral derivatizing agent for ee determination of 1,2-diols via H-1 NMR is described. (S)-(+)-N-Acetylphenylglycineboronic acid (1) is synthesized in enantiomerically pure form; its reaction with chiral diols quantitatively yields cyclic boronic esters 5a-g. The latter show a remarkably high diastereodifferentiation of proton NMR signals useful for de determination.
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(S)-(+)-N-acetylphenylglycineboronic acid: A chiral derivatizing agent for Ee determination of 1,2-diols / CASELLI, Emilia; DANIELI, Chiara; MORANDI, Stefania; B., Bonfiglio; FORNI, Arrigo; PRATI, Fabio. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 5:(2003), pp. 4863-4866.
Caselli, Emilia; Danieli, Chiara; Morandi, Stefania; B., Bonfiglio; Forni, Arrigo; Prati, Fabio
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11380/306729
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