Preparation of homochiral crown ether containing (S)-1-(1-adamantyl)ethane-1,2-diol as a chiral subunit and its enantioselective complexation with an organic ammonium cation
摘要:
Homochiral 1-(1-adamantyl)ethane-1,2-diol(5) was prepared and its absolute configuration was determined to be (S)-(+)-5 by enzymatic and H-1 n.m.r. spectroscopic methods. Using (S)-(+)-5 as a chiral subunit, the homochiral crown ether (+)-18 was synthesized and its enantioselectivity in complexation of methionine methyl ester perchlorate was also examined by the H-1 n.m.r. spectroscopic method.
Preparation of homochiral crown ether containing (S)-1-(1-adamantyl)ethane-1,2-diol as a chiral subunit and its enantioselective complexation with an organic ammonium cation
Homochiral 1-(1-adamantyl)ethane-1,2-diol(5) was prepared and its absolute configuration was determined to be (S)-(+)-5 by enzymatic and H-1 n.m.r. spectroscopic methods. Using (S)-(+)-5 as a chiral subunit, the homochiral crown ether (+)-18 was synthesized and its enantioselectivity in complexation of methionine methyl ester perchlorate was also examined by the H-1 n.m.r. spectroscopic method.