TERPENOIDS: XIII. THE STEREOCHEMISTRY OF CHAPARRIN, CHAPARROL, AND RELATED COMPOUNDS

1965 ◽  
Vol 43 (11) ◽  
pp. 3008-3017 ◽  
Author(s):  
T. R. Hollands ◽  
P. De Mayo ◽  
M. Nisbet ◽  
P. Crabbé
Keyword(s):  
Absolute Configuration ◽  
Optically Active ◽  
The Absolute ◽  
Related Compounds

Evidence is presented which leads to the absolute stereostructures XX, X, XI, and XII for chaparrin, chaparrol, isochaparrol, and neochaparrol respectively. The absolute configuration is arrived at by conversion to an optically active biphenyl (dihydrophenanthrene).

Isolation, structure, and synthesis of chenopodanol and the absolute configuration of chenopodene and chenopodanol

1997 ◽  
Vol 75 (6) ◽  
pp. 634-640 ◽  
Author(s):  
Motoo Tori ◽  
Tomonobu Hamaguchi ◽  
Mamiko Aoki ◽  
Masakazu Sono ◽  
Yoshinori Asakawa
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Active Form ◽  
Optically Active ◽  
Spectroscopic Techniques ◽  
The Absolute

(−)-Chenopodanol (2) has been isolated from the liverwort Marchantiachenopoda and its structure determined by spectroscopic techniques as well as by total synthesis. Chenopodene (1) has also been synthesized in an optically active form, resulting in revision of the originally assigned absolute configuration. Keywords: chenopodanol, chenopodene, liverwort, Marchantiachenopoda, sesquiterpene.

The optically active 3-ferrocenylalanine and its application in peptide chemistry

1980 ◽  
Vol 45 (2) ◽  
pp. 435-441 ◽  
Author(s):  
Jan Pospíšek ◽  
Štefan Toma ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Circular Dichroism ◽  
Aspartic Acid ◽  
Peptide Synthesis ◽  
Absolute Configuration ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Peptide Chemistry ◽  
Conventional Methods ◽  
The Absolute ◽  
Circular Dichroïsm

Racemic 3-ferrocenylalanine was resolved in enantiomers using brucine. The absolute configuration was estimated by ozonolytic degradation of the N-trifluoroacetyl derivative of the (-)-enantiomer yielding D-aspartic acid. Diastereoisomeric cyclo(D-ferrocenylalanyl-L-prolyl) and cyclo-(L-3-ferrocenylalanyl-L-prolyl) were synthesized using conventional methods of peptide synthesis. Circular dichroism spectra of these cyclodipeptides are discussed and compared with spectra of the corresponding diastereoisomeric cyclodipeptides containing phenylalanine.

The absolute configuration of (+)-3,4-Bis(p-hydroxyphenyl)hexane (hexoestrol) and related compounds

1974 ◽  
Vol 27 (8) ◽  
pp. 1753 ◽  
Author(s):  
DJ Collins ◽  
JJ Hobbs
Keyword(s):  
Absolute Configuration ◽  
Valeric Acid ◽  
The Absolute ◽  
Related Compounds ◽  
Absolute Stereochemistry

(+)-(2S,3R)-2,3-Bis(p-methoxyphenyl)valeric acid, previously converted into (-)-(2R,3R)-2,3-bis(p-methoxyphenyl)pentane, has now been converted into (+)-(3R,4R)-3,4-bis(p-methoxyphenyl)hexane via (+)-(3S,4R)-3,4-bis(p-methoxyphenyl)hexan-2-one and (-)-(4s)-3,4-bis(p-methoxypheny1)hex-2-ene. This provides unequivocal correlation of the absolute stereochemistry of a series of homologous diarylalkanes, and a corresponding series of diarylalkenes.

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