Determination of the absolute configurations of α-amino esters from the 19F NMR chemical shifts of their CFTA amide diastereomers

被引：16

作者：

Fujiwara, T

Omata, K

Kabuto, K ^{[1
]}

Kabuto, C

Takahashi, T

Segawa, M

Takeuchi, Y

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan

[2] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 24期

关键词：

D O I：

10.1039/b108842d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The CFTA method has proved to be useful for assigning absolute configuration of alpha -amino esters by F-19 NMR.

引用

页码：2694 / 2695

页数：2

共 18 条

[1] Determination of the enantiomeric purity and the configuration of β-aminoalcohols using (R)-2-fluorophenylacetic acid (AFPA) and fluorine-19 NMR:: application to β-blockers [J].

Apparu, M ;

Ben Tiba, Y ;

Léo, PM ;

Hamman, S ;

Coulombeau, C .

TETRAHEDRON-ASYMMETRY, 2000, 11 (14) :2885-2898

[2] Absolute configuration of novel bioactive flavonoids from Tephrosia purpurea [J].

Chang, LC ;

Chávez, D ;

Song, LL ;

Farnsworth, NR ;

Pezzuto, JM ;

Kinghorn, AD .

ORGANIC LETTERS, 2000, 2 (04) :515-518

[3] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].

DALE, JA ;

DULL, DL ;

MOSHER, HS .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&

[4] Absolute stereochemistry of amphidinolide C [J].

Kubota, T ;

Tsuda, M ;

Kobayashi, J .

ORGANIC LETTERS, 2001, 3 (09) :1363-1366

[5] Determination of the absolute stereochemistry of alcohols and amines by NMR of the group directly linked to the chiral derivatizing reagent [J].

Latypov, SK ;

Galiullina, NF ;

Aganov, AV ;

Kataeva, VE ;

Riguera, R .

TETRAHEDRON, 2001, 57 (11) :2231-2236

[6] The absolute configuration of gambieric acids A-D, potent antifungal polyethers, isolated from the marine dinoflagellate Gambierdiscus toxicus [J].

Morohashi, A ;

Satake, M ;

Nagai, H ;

Oshima, Y ;

Yasumoto, T .

TETRAHEDRON, 2000, 56 (46) :8995-9001

[7] Absolute configuration of amphidinol 3, the first complete structure determination from amphidinol homologues: Application of a new configuration analysis based on carbon-hydrogen spin-coupling constants [J].

Murata, M ;

Matsuoka, S ;

Matsumori, N ;

Paul, GK ;

Tachibana, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (04) :870-871

[8] HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS [J].

OHTANI, I ;

KUSUMI, T ;

KASHMAN, Y ;

KAKISAWA, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4092-4096

[9] NMR DETERMINATION OF ENANTIOMERIC PURITY [J].

PARKER, D .

CHEMICAL REVIEWS, 1991, 91 (07) :1441-1457

[10]

Rothchild R, 2000, ENANTIOMER, V5, P457

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