scholarly journals Determination of the Absolute Configuration of the Pseudo‐Symmetric Natural Product Elatenyne by the Crystalline Sponge Method

2016 ◽  
Vol 55 (8) ◽  
pp. 2678-2682 ◽  
Author(s):  
Sylvia Urban ◽  
Robert Brkljača ◽  
Manabu Hoshino ◽  
Shoukou Lee ◽  
Makoto Fujita
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

scholarly journals Chiral Resolution and Absolute Configuration of 3α,6β-Dicinnamoyloxytropane and 3α,6β-Di(1-ethyl-1H-pyrrol-2-ylcarbonyloxy)tropane, Constituents of Erythroxylum Species

2014 ◽  
Vol 9 (1) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Marcelo A. Muñoz ◽  
Solange Arriagada ◽  
Pedro Joseph-Nathan
Keyword(s):  
Stationary Phase ◽  
Natural Product ◽  
Absolute Configuration ◽  
Optical Rotation ◽  
Normal Phase ◽  
Vibrational Circular Dichroism ◽  
Chiral Resolution ◽  
Case Characteristic ◽  
The Absolute

Chiral resolution of (±)-3α,6β-dicinnamoyloxytropane (1) and (±)-3α,6β-di(1-methyl-1 H-pyrrol-2-ylcarbonyloxy)tropane (2), prepared by esterification of (±)-3α,6β-tropanediol (3), was achieved using an amylose-derived HPLC stationary phase and normal phase conditions. The corresponding vibrational circular dichroism (VCD) spectra provided the absolute configuration of the enantiomers as (-)-(3 R,6 R)-1, (+)-(3S,6S)- 1, (-)-(3 R,6 R)-2 and (+)-(3S,6S)- 2. In each case, characteristic VCD bands for the absolute configuration determination of the 3α,6β-tropandiol esters were observed. While the absolute configuration of natural 1, previously isolated from Erythroxylum hypericifolium, could not be established due to the lack of literature optical rotation values, that of catuabine E, previously isolated from E. vacciniifolium, is now assigned as (-)-(3 R,6 R)-2 by comparison with the optical rotation values of the prepared samples and the reported rotation of the natural product.

Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

2005 ◽  
Vol 16 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Chumpol Theeraladanon ◽  
Mitsuhiro Arisawa ◽  
Masako Nakagawa ◽  
Atsushi Nishida
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

Determination of the absolute configuration of the pseudo-symmetric natural product elatenyne by the crystalline sponge method

Planta Medica ◽  
2016 ◽  
Vol 81 (S 01) ◽  
pp. S1-S381
Author(s):  
S Urban ◽  
R Brkljača ◽  
M Hoshino ◽  
S Lee ◽  
M Fujita
Keyword(s):  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

Total Synthesis of (+)-(S)-Angustureine and the Determination of the Absolute Configuration of the Natural Product Angustureine.

ChemInform ◽  
2005 ◽  
Vol 36 (30) ◽  
Author(s):  
Chumpol Theeraladanon ◽  
Mitsuhiro Arisawa ◽  
Masako Nakagawa ◽  
Atsushi Nishida
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute
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