The Chemistry of Eremophila spp. XI. The Absolute Configuration of Dihydroxyserrulatic Acid

1979 ◽  
Vol 32 (9) ◽  
pp. 2079 ◽  
Author(s):  
KD Croft ◽  
EL Ghisalberti ◽  
PR Jefferies ◽  
AD Stuart

Dihydroxyserrulatic acid (1), a diterpene from Eremophila serrulata, has been degraded to the naphthalene (2) which was shown to have the R-configuration. The diterpene acid can now be designated as (5R,8S,1'S)-4-hydroxy-8-(6'-hydroxy-1',5'-dimethylhex-4-enyl)-5-methyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid.

2013 ◽  
Vol 69 (11) ◽  
pp. 1411-1413 ◽  
Author(s):  
Yuko Kawanami ◽  
Hidekazu Tanaka ◽  
Jun-ichi Mizoguchi ◽  
Nobuko Kanehisa ◽  
Gaku Fukuhara ◽  
...  

The absolute configuration has been established of the enantiopureanti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with L-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl)pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11-bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO+·C30H19O4−·CH2Cl2. In the crystal structure, the AC dimer interacts with L-prolinol through a nine-membered hydrogen-bonded ring [R22(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoreticalversusexperimental circular dichroism spectra.


2004 ◽  
Vol 59 (10) ◽  
pp. 1177-1179 ◽  

Abstract The reaction of β-himachalene with dichlorocarbene followed by ruthenium catalyzed oxidation under Sharpless conditions yields 8,8-dichloro-3,3,7-trimethyl-1(3-oxobutyl)bicyclo[5.1.0]octane-2- carboxylic acid (3). The absolute configuration was determined crystallographically to be (1S, 2R, 7R).


1970 ◽  
Vol 24 ◽  
pp. 2693-2698 ◽  
Author(s):  
Olof Ceder ◽  
Bo Hansson ◽  
Berndt Sjöberg ◽  
P. Karrer ◽  
Akira Shimizu

2010 ◽  
Vol 51 (38) ◽  
pp. 4965-4967 ◽  
Author(s):  
Suttipun Sungsuwan ◽  
Nopporn Ruangsupapichart ◽  
Samran Prabpai ◽  
Palangpon Kongsaeree ◽  
Tienthong Thongpanchang

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