THE CONFORMATION OF DERIVATIVES OF O-ARYLLACTIC ACID USED AS CHIRAL REAGENTS IN STRUCTURE DETERMINATION - NMR AND X-RAY STRUCTURE-ANALYSIS OF DIASTEREOISOMERIC MENTHOL ESTERS

被引：9

作者：

HEUMANN, A

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 14期

关键词：

D O I：

10.1039/c39930001113

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The H-1 NMR analysis of O-aryllactic esters allows the attribution of the absolute configuration to alcohols according to a new model with H(alpha) in the acid plane in a hitherto unprecedented conformation.

引用

页码：1113 / 1115

页数：3

共 23 条

[1]

BAECKSTROM P, 1992, J ORG CHEM, V57, P6579

[2] A GENERAL-METHOD FOR THE RESOLUTION OF CYCLIC TRANS-BROMOHYDRIN ENANTIOMERS - ABSOLUTE-CONFIGURATION BY CRYSTAL-STRUCTURE ANALYSIS OF A 2-METHOXY-2-PHENYL-2-TRIFLUOROMETHYLACETATE (MTPA) DIASTEREOISOMER [J].

BALANI, SK ;

BOYD, DR ;

CASSIDY, ES ;

DEVINE, GI ;

MALONE, JF ;

MCCOMBE, KM ;

SHARMA, ND ;

JENNINGS, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (11) :2751-2756

[3] PREPARATION AND PROPERTIES OF CHIRAL FLUOROORGANIC COMPOUNDS [J].

BRAVO, P ;

RESNATI, G .

TETRAHEDRON-ASYMMETRY, 1990, 1 (10) :661-692

[4] SUBSTITUTION OF 2-(SULFONYLOXY)CARBOXYLATES WITH OXYGENE AND SULFUR NUCLEOPHILES WITHOUT RACEMIZATION [J].

BURKARD, U ;

EFFENBERGER, F .

CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (05) :1594-1612

[5] NUCLEAR MAGNETIC RESONANCE NONEQUIVALENCE OF DIASTEREOMERIC ESTERS OF ALPHA-SUBSTITUTED PHENYLACETIC ACIDS FOR DETERMINATION OF STEREOCHEMICAL PURITY [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (14) :3732-&

[6] 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-&

[7] 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

[8] THE STRUCTURE OF THE (2R)-3,3,3-TRIFLUORO-2-METHOXY-2-PHENYLPROPIONIC ACID ESTER OF TRANS-4-TERT-BUTYLCYCLOHEXANOL [J].

DOESBURG, HM ;

PETIT, GH ;

MERCKX, EM .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1982, 38 (APR) :1181-1185

[9]

EFFENBERGER F, 1986, LIEBIGS ANN CHEM, P314

[10] CONFORMATIONAL ANALYSIS BY NUCLEAR MAGNETIC RESONANCE .6. CONFORMATIONS OF 16 STEREOISOMERIC 2,5-DIALKYL CYCLOHEXANOLS OF MENTHOL TYPE [J].

FELTKAMP, H ;

FRANKLIN, NC .

TETRAHEDRON, 1965, 21 (06) :1541-&

← 1 2 3 →