Stereochemistry of microbiological hydroxylation. V. Optically active adamantanes via microbiological hydroxylation. Absolute configuration and the "anti-octant" effect of the axial 3-methyl group of cyclohexanone

1970 ◽  
Vol 35 (11) ◽  
pp. 3607-3611 ◽  
Author(s):  
Milton E. Herr ◽  
Roy Allen. Johnson ◽  
William C. Krueger ◽  
Herbert Charles. Murray ◽  
Loraine M. Pschigoda
Keyword(s):  
Absolute Configuration ◽  
Optically Active ◽  
Methyl Group

Chiral Induction in the Methylation of N-Ethoxycarbonylmethyl Sulfoximines

1986 ◽  
Vol 39 (11) ◽  
pp. 1833 ◽  
Author(s):  
TW Hambley ◽  
TW Hambley ◽  
B Raguse ◽  
B Raguse ◽  
DD Ridley ◽  
...  
Keyword(s):  
Carbon Atom ◽  
Absolute Configuration ◽  
Sulfur Atom ◽  
Optically Active ◽  
Complex Mixtures ◽  
Lithium Diisopropylamide ◽  
Aryl Group ◽  
Methyl Group ◽  
X Ray ◽  
Chiral Induction

Chiral inductions in the C- methylations of four optically active N-ethoxycarbonylmethyl-S-p-tolylsulfoximines were explored by using the reagents lithium diisopropylamide (in tetrahydrofuran at -78°) then methyl iodide. When the fourth substituent at sulfur was a methyl group, complex mixtures of products were formed. However, when the fourth substituent was an aryl group, moderate yields of methylated compounds were formed and the ratio of diastereomers produced were 50 : 50 ( Ar = phenyl), 76 : 24 ( Ar = o- methoxyphenyl ) and 100 : 0 [ Ar = o-(2-methoxyethoxy)phenyl]. The diastereoselectivities are accounted for by intramolecular chelation of the aryl-oxygen substituents with the intermediate lithiated carbanion. The structure and absolute configuration where Ar = o-(2-methoxyethoxy )phenyl were confirmed by X-ray crystallographic methods. Space group P 212121, orthorhombic, a 10.2500(7), b 13.281(2), c 16.526(2) Ǻ; final R 0.064 (on 924F). The configuration at the sulfur atom is (S) and that induced at the carbon atom is (R).

Synthesis and characteristics of ethylenediamine-N,N'-di-S-α-isovalerate and isomers of its cobalt(III) complexes

1982 ◽  
Vol 47 (1) ◽  
pp. 210-216 ◽  
Author(s):  
Milan Strašák ◽  
František Bachratý ◽  
Jaroslav Majer
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Electronic Absorption ◽  
Electronic Absorption Spectra ◽  
Chemical Parameters ◽  
Methyl Group ◽  
Nmr Data ◽  
Physico Chemical ◽  
Natural Amino Acids ◽  
C Nmr

The synthesis and physico-chemical parameters are described of a new complexone based on natural amino acids, viz. ethylenediamine-N,N'-di-S-α-isovalerate (SS-EDDIV). 1H- and 13C-NMR data revealed that the methyl group in the substance are not equivalent. The isomers of the cobalt(III) complex with the asymmetric tetradentate SS-EDDIV ligand were prepared and separated; their characteristics are given. The absolute configuration of two of the five theoretically feasible isomers was determined based on their electronic absorption spectra and circular dichroism data.

Absolute configuration determination of some optically active multifunctional carbon compounds

1988 ◽  
Vol 29 (37) ◽  
pp. 4727-4730 ◽  
Author(s):  
Yoshio Takeuchi ◽  
Michiyo Nojiri ◽  
Toru Koizumi ◽  
Yoichi Iitaka
Keyword(s):  
Absolute Configuration ◽  
Optically Active ◽  
Carbon Compounds

Optically Active Seleninamides:  Isolation, Absolute Configuration, and Racemization Mechanism

2005 ◽  
Vol 70 (3) ◽  
pp. 868-873 ◽  
Author(s):  
Yusuke Nakashima ◽  
Toshio Shimizu ◽  
Kazunori Hirabayashi ◽  
Nobumasa Kamigata
Keyword(s):  
Absolute Configuration ◽  
Optically Active

scholarly journals PREPARATION OF OPTICALLY ACTIVE 1,6,12c,12d-TETRAMETHYL-12c,12d-DIHYDROCORONENE WITH KNOWN ABSOLUTE CONFIGURATION

1984 ◽  
Vol 13 (11) ◽  
pp. 1977-1978 ◽  
Author(s):  
Koji Yamamoto ◽  
Tatsuo Ueda ◽  
Hiriya Yumioka ◽  
Yoshio Okamoto ◽  
Toshikatsu Yoshida
Keyword(s):  
Absolute Configuration ◽  
Optically Active
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