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Enantioselective recognition of amino alcohols and amino acids by chiral binol-based aldehydes with conjugated rings at the hydrogen bonding donor sites

Title
Enantioselective recognition of amino alcohols and amino acids by chiral binol-based aldehydes with conjugated rings at the hydrogen bonding donor sites
Authors
Kim J.Nandhakumar R.Kim K.M.
Ewha Authors
김관묵
SCOPUS Author ID
김관묵scopus
Issue Date
2011
Journal Title
Bulletin of the Korean Chemical Society
ISSN
0253-2964JCR Link
Citation
vol. 32, no. 4, pp. 1263 - 1267
Indexed
SCI; SCIE; SCOPUS; KCI WOS scopus
Abstract
Novel binol-based uryl and guanidinium receptors having higher ring conjugation at the periphery of the hydrogen bonding donor sites have been synthesized and utilized to study the enantioselective recognition of 1,2-aminoalcohols and chirality conversion of natural amino acids via imine bond formation. There is a remarkable decrease in the stereoselectivites as the conjugation increases at the periphery of hydrogen bonding donor sites. The guanidinium-based receptors show more selectivity towards the amino alcohol than that of the uryl based ones due to its charge reinforced hydrogen bonds. The conversion efficiency of L-amino acids to Damino acids by the uryl-based receptors is higher than that of the guanidinium-based ones.
DOI
10.5012/bkcs.2011.32.4.1263
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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