Absolute Configuration of Optically Active Tricyclo[2.2.1.02,6]heptan-3-ol (Nortricyclanol). An Enhancement of Enantiomeric Purity of a Chiral Alcohol by Repeating Enzymatic Kinetic Resolution

Yoshiki Hirose; Mika Anzai; Minoru Saitoh; Koichiro Naemura; Hiroaki Chikamatsu

doi:10.1246/cl.1989.1939

Absolute Configuration of Optically Active Tricyclo[2.2.1.02,6]heptan-3-ol (Nortricyclanol). An Enhancement of Enantiomeric Purity of a Chiral Alcohol by Repeating Enzymatic Kinetic Resolution

Chemistry Letters ◽

10.1246/cl.1989.1939 ◽

1989 ◽

Vol 18 (11) ◽

pp. 1939-1942 ◽

Cited By ~ 6

Author(s):

Yoshiki Hirose ◽

Mika Anzai ◽

Minoru Saitoh ◽

Koichiro Naemura ◽

Hiroaki Chikamatsu

Keyword(s):

Absolute Configuration ◽

Kinetic Resolution ◽

Enantiomeric Purity ◽

Optically Active ◽

Chiral Alcohol ◽

Enzymatic Kinetic Resolution

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Determination of enantiomeric purity and absolute configuration of chiral β-propiolactones by nuclear magnetic resonance in optically active solvents.

Tetrahedron Letters ◽

10.1016/s0040-4039(00)81594-4 ◽

1983 ◽

Vol 24 (10) ◽

pp. 1027-1030 ◽

Cited By ~ 13

Author(s):

Alain Leborgne ◽

Michel Moreau ◽

Nicolas Spassky

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Absolute Configuration ◽

Enantiomeric Purity ◽

Optically Active ◽

Nuclear Magnetic

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ChemInform Abstract: SYNTHESIS VIA OXAZOLINES PART 5, A SIMULTANEOUS KINETIC RESOLUTION OF SEC-ALKYL IODIDES AND SYNTHESIS OF OPTICALLY ACTIVE 3-ALKYLALKANOIC ACIDS, A METHOD FOR DETERMINATION OF ABSOLUTE CONFIGURATION AND MAXIMUM OPTICAL ROTATIONS

Chemischer Informationsdienst ◽

10.1002/chin.197441239 ◽

1974 ◽

Vol 5 (41) ◽

pp. no-no

Author(s):

A. I. MEYERS ◽

K. KAMATA

Keyword(s):

Absolute Configuration ◽

Kinetic Resolution ◽

Optically Active ◽

Determination Of Absolute Configuration ◽

Alkyl Iodides ◽

Optical Rotations

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ChemInform Abstract: OPTICALLY ACTIVE, AROMATIC SPIRANES, 5. STEREOCHEMISTRY OF METALLOCENES, 39. A UNIVERSAL METHOD FOR THE PREPARATION, AND DETERMINATION OF THE ABSOLUTE CONFIGURATION AND ENANTIOMERIC PURITY OF CHIRAL 2,2′-SPIROBIINDANES

Chemischer Informationsdienst ◽

10.1002/chin.197725219 ◽

1977 ◽

Vol 8 (25) ◽

pp. no-no

Author(s):

A. MEYER ◽

H. NEUDECK ◽

K. SCHLOEGL

Keyword(s):

Absolute Configuration ◽

Enantiomeric Purity ◽

Optically Active ◽

Universal Method ◽

The Absolute

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Synthesis via oxazolines. V. Simultaneous kinetic resolution of sec-alkyl iodides and synthesis of optically active 3-alkylalkanoic acids. Method for determination of absolute configuration and maximum optical rotations

The Journal of Organic Chemistry ◽

10.1021/jo00924a041 ◽

1974 ◽

Vol 39 (11) ◽

pp. 1603-1604 ◽

Cited By ~ 13

Author(s):

A. I. Meyers ◽

K. Kamata

Keyword(s):

Absolute Configuration ◽

Kinetic Resolution ◽

Optically Active ◽

Determination Of Absolute Configuration ◽

Alkyl Iodides ◽

Optical Rotations

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Optically active trans-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxacyclopentane and its derivatives as chiral shift reagents for the determination of enantiomeric purity and absolute configuration

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(00)80507-8 ◽

1992 ◽

Vol 3 (6) ◽

pp. 709-712 ◽

Cited By ~ 26

Author(s):

Koichi Tanaka ◽

Minoru Ootani ◽

Fumio Toda

Keyword(s):

Absolute Configuration ◽

Enantiomeric Purity ◽

Optically Active ◽

Shift Reagents

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ChemInform Abstract: Optically Active trans-Bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3- dioxacyclopentane and Its Derivatives as Chiral Shift Reagents for the Determination of Enantiomeric Purity and Absolute Configuration.

ChemInform ◽

10.1002/chin.199243048 ◽

2010 ◽

Vol 23 (43) ◽

pp. no-no

Author(s):

K. TANAKA ◽

M. OOTANI ◽

F. TODA

Keyword(s):

Absolute Configuration ◽

Enantiomeric Purity ◽

Optically Active ◽

Shift Reagents

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ChemInform Abstract: THE ABSOLUTE CONFIGURATION OF CIS,TRANS-1,5-CYCLOOCTADIENE. DETERMINATION OF ENANTIOMERIC PURITY WITHOUT KNOWLEDGE OF THE MAXIMUM OPTICAL ROTATION AND WITHOUT THE AID OF AN AUXILIARY OPTICALLY ACTIVE SUBSTANCE

Chemischer Informationsdienst ◽

10.1002/chin.197904150 ◽

1979 ◽

Vol 10 (4) ◽

Author(s):

J. LEITICH

Keyword(s):

Absolute Configuration ◽

Active Substance ◽

Optical Rotation ◽

Enantiomeric Purity ◽

Optically Active ◽

The Absolute

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Regioselectivity and stereoselectivity in the reaction of cis-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic anhydride (cis-camphoric anhydride) with chiral primary amines

Australian Journal of Chemistry ◽

10.1071/ch9810665 ◽

1981 ◽

Vol 34 (3) ◽

pp. 665 ◽

Cited By ~ 5

Author(s):

KH Bell

Keyword(s):

Carbonyl Group ◽

Absolute Configuration ◽

Kinetic Resolution ◽

Optically Active ◽

Primary Amines ◽

The Absolute

The reaction between primary amines and cis-1,2,2 trimethylcyclopentane-1,3-dicarboxylic anhydride (3) has been shown to be regioselective for the less hindered carbonyl group. Kinetic resolution was observed when racemic primary amines and the (1R,3S) anhydride (3) were used. Similar stereoselectivity was found in the alternative reaction between racemic (3) and optically active primary amines. In both cases, the absolute configuration of the more reactive enantiomeric amine or anhydride could be correlated with a model (7). The use of (3) is recommended for the prediction of the absolute configurations of racemic and optically active primary amines.

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