Chiral alcohols(3, 5) were synthesized in optically pure forms from easily available rosin acid in short-steps. A comprehensive protocol for the enantiomeric excess assays of mono- or di-functional-grouped chiral se...Chiral alcohols(3, 5) were synthesized in optically pure forms from easily available rosin acid in short-steps. A comprehensive protocol for the enantiomeric excess assays of mono- or di-functional-grouped chiral secondary amine or alcohol has been established with them used as chiral auxiliary for chiral phosphorus derivatizing agents(CPDAs) in 3Jp NMR tests. Chemical shift difference(△δp) values ranging from 4.5 to 0.15 between two dias- tereoisomers of the CPDAs and the aryl substrates were obtained. Positive △δR-S was observed for all the tested alco- hol P(III) and P(V) derivatives, while negative △δR-S was observed for all the amines.展开更多
基金Supported by the National Basic Research Program of China(No.2011CB512005), the National Natural Science Foundation of China(Nos.81260472 and 21101035), Guangxi Natural Science Foundation of China(Nos.2011GXNSFD018010 and 2010GXNSFF013001), the Project of Ten, Hundred, Thousand Distinguished Talents in New Century of Guangxi, China (No.2007228) and the State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Science and Technology of China (No.CMEMR2012-A14).
文摘Chiral alcohols(3, 5) were synthesized in optically pure forms from easily available rosin acid in short-steps. A comprehensive protocol for the enantiomeric excess assays of mono- or di-functional-grouped chiral secondary amine or alcohol has been established with them used as chiral auxiliary for chiral phosphorus derivatizing agents(CPDAs) in 3Jp NMR tests. Chemical shift difference(△δp) values ranging from 4.5 to 0.15 between two dias- tereoisomers of the CPDAs and the aryl substrates were obtained. Positive △δR-S was observed for all the tested alco- hol P(III) and P(V) derivatives, while negative △δR-S was observed for all the amines.