ELUCIDATION OF THE ABSOLUTE-CONFIGURATIONS OF AMINO-ACIDS AND AMINES BY THE MODIFIED MOSHER METHOD

被引:143
作者
KUSUMI, T [1 ]
FUKUSHIMA, T [1 ]
OHTANI, I [1 ]
KAKISAWA, H [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1016/0040-4039(91)80655-P
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Application of the modified Mosher's method to the N-MTPA derivatives of several amino acid esters and acyclic amines indicates that this method may be generally used to determine the absolute configurations of the alpha-carbons of amino compounds of less than 0.1 mg amount.
引用
收藏
页码:2939 / 2942
页数:4
相关论文
共 11 条
[1]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[2]   ABSOLUTE-CONFIGURATIONS OF FLAVAN-3-OLS AND 4-ARYLFLAVAN-3-OLS VIA A MODIFIED MOSHER METHOD [J].
HUNDT, AF ;
BURGER, JFW ;
STEYNBERG, JP ;
STEENKAMP, JA ;
FERREIRA, D .
TETRAHEDRON LETTERS, 1990, 31 (35) :5073-5076
[3]   ABSOLUTE STEREOSTRUCTURE OF SWINHOLIDE-A, A POTENT CYTOTOXIC MACROLIDE FROM THE OKINAWAN MARINE SPONGE THEONELLA-SWINHOEI [J].
KITAGAWA, I ;
KOBAYASHI, M ;
KATORI, T ;
YAMASHITA, M ;
TANAKA, J ;
DOI, M ;
ISHIDA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) :3710-3712
[4]   ARAGUPETROSINE-A, A NEW VASODILATIVE MACROCYCLIC QUINOLIZIDINE ALKALOID FROM AN OKINAWAN MARINE SPONGE XESTOSPONGIA SP [J].
KOBAYASHI, M ;
KAWAZOE, K ;
KITAGAWA, I .
TETRAHEDRON LETTERS, 1989, 30 (31) :4149-4152
[5]   ABSOLUTE-CONFIGURATIONS OF CYTO-TOXIC MARINE CEMBRANOLIDES - CONSIDERATION OF MOSHERS METHOD [J].
KUSUMI, T ;
OHTANI, I ;
INOUYE, Y ;
KAKISAWA, H .
TETRAHEDRON LETTERS, 1988, 29 (37) :4731-4734
[6]  
KUSUMI T, 1988, 16TH IUPAC INT S CHE
[7]   ABSOLUTE-CONFIGURATIONS OF MARINE DITERPENES POSSESSING A XENICANE SKELETON - AN APPLICATION OF AN ADVANCED MOSHER METHOD [J].
OHTANI, I ;
KUSUMI, T ;
ISHITSUKA, MO ;
KAKISAWA, H .
TETRAHEDRON LETTERS, 1989, 30 (24) :3147-3150
[8]   A NEW ASPECT OF THE HIGH-FIELD NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATION OF MARINE TRITERPENE SIPHOLENOL-A [J].
OHTANI, I ;
KUSUMI, T ;
KASHMAN, Y ;
KAKISAWA, H .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1296-1298
[9]  
OHTANI I, IN PRESS J AM CHEM S
[10]   ON THE STEREOCHEMISTRY OF THE BIS-NOR-WIELAND-MIESCHER KETONE [J].
TROST, BM ;
CURRAN, DP .
TETRAHEDRON LETTERS, 1981, 22 (49) :4929-4932