Current time in Korea 12:42 Oct 17 (Tue) Year 2017 KCS KCS Publications
KCS Publications
My Journal Log In Register
HOME > Search > Browsing(BKCS) > Archives

Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 32, Number 4
BKCSDE 32(4)
April 20, 2011 

 
Title
Enantioselective Recognition of Amino Alcohols and Amino Acids by Chiral Binol- Based Aldehydes with Conjugated Rings at the Hydrogen Bonding Donor Sites
Author
Jiyoung Kim, Raju Nandhakumar,*, Kwan Mook Kim*,
Keywords
Chiral aldehyde, Chirality conversion, Enantioselective imine formation, Amino alcohols, Amino acids
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.
Page
1263 - 1267
Full Text
PDF