Determination of Molecular Stereochemistry Using Vibrational Circular Dichroism Spectroscopy: Absolute Configuration and Solution Conformation of 5-Formyl-cis,cis-1,3,5-trimethyl-3-hydroxymethylcyclohexane-1-carboxylic Acid Lactone

2003 ◽  
Vol 3 (2) ◽  
pp. 112-119 ◽  
Author(s):  
Hiroshi Izumi ◽  
Shigeru Futamura ◽  
Laurence A. Nafie ◽  
Rina K. Dukor
Chirality ◽  
2005 ◽  
Vol 17 (S1) ◽  
pp. S101-S108 ◽  
Author(s):  
David Dunmire ◽  
Teresa B. Freedman ◽  
Laurence A. Nafie ◽  
Christine Aeschlimann ◽  
John G. Gerber ◽  
...  

Chirality ◽  
2003 ◽  
Vol 15 (2) ◽  
pp. 196-200 ◽  
Author(s):  
Teresa B. Freedman ◽  
Xiaolin Cao ◽  
Regina V. Oliveira ◽  
Quezia B. Cass ◽  
Laurence A. Nafie

Chirality ◽  
2006 ◽  
Vol 18 (9) ◽  
pp. 746-753 ◽  
Author(s):  
Teresa B. Freedman ◽  
Xiaolin Cao ◽  
Linda M. Phillips ◽  
Peter T. W. Cheng ◽  
Richard Dalterio ◽  
...  

2009 ◽  
Vol 4 (8) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Marcelo A. Muñoz ◽  
Carlos Areche ◽  
Aurelio San-Martín ◽  
Juana Rovirosa ◽  
Pedro Joseph-Nathan

The absolute configuration of the pentacyclic ichthyotoxin stypotriol, a constituent of Stypopodium zonale, was deduced to be 3S,5R,8R,9R,10S,13S,14S-(-)-1 by vibrational circular dichroism spectroscopy of the derived triacetate 2 in comparison to DFT B3LYP/DGDZVP calculations. Compound 2, C33H46O7 having 300 electrons, is the largest natural product successfully studied by VCD to date.


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