Determination of the Absolute Confi guration of Bioactive Natural Products Using Exciton Chirality Circular Dichroism

2007 ◽  
pp. 205-222
Keyword(s):  
Natural Products ◽  
Circular Dichroism ◽  
Bioactive Natural Products ◽  
The Absolute ◽  
Circular Dichroïsm

scholarly journals Vibrational Circular Dichroism: Recent Advances for the Assignment of the Absolute Configuration of Natural Products

2015 ◽  
Vol 10 (10) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Eleuterio Burgueño-Tapia ◽  
Pedro Joseph-Nathan
Keyword(s):  
Natural Products ◽  
Circular Dichroism ◽  
Absolute Configuration ◽  
Aromatic Compounds ◽  
Vibrational Circular Dichroism ◽  
Exciton Coupling ◽  
Coupling Approach ◽  
The Absolute ◽  
Circular Dichroïsm

Vibrational circular dichroism (VCD) emerged during the last decade as a reliable tool for the absolute configuration (AC) determination of organic compounds. The principles, instrumentation, and methodology applied prior to early 2013 were recently reviewed by us. Since VCD is a very dynamic field, the aim of this review is to update VCD advances for the AC assignment of terpenoids, aromatic compounds, alkaloids, and other natural products for the 2013-2014 period, when VCD was applied to the AC assignment of some 70 natural products. In addition, although discovered in 2012, a brief introduction to the VCD exciton coupling approach and its applications in natural products AC assignment is presented.

scholarly journals Vibrational Circular Dichroism: Recent Advances for the Assignment of the Absolute Configuration of Natural Products

2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Eleuterio Burgueño-Tapia ◽  
Pedro Joseph-Nathan
Keyword(s):  
Natural Products ◽  
Circular Dichroism ◽  
Absolute Configuration ◽  
Aromatic Compounds ◽  
Vibrational Circular Dichroism ◽  
Exciton Coupling ◽  
Coupling Approach ◽  
The Absolute ◽  
Circular Dichroïsm

Vibrational circular dichroism (VCD) emerged during the last decade as a reliable tool for the absolute configuration (AC) determination of organic compounds. The principles, instrumentation, and methodology applied prior to early 2013 were recently reviewed by us. Since VCD is a very dynamic field, the aim of this review is to update VCD advances for the AC assignment of terpenoids, aromatic compounds, alkaloids, and other natural products for the 2013–2014 period, when VCD was applied to the AC assignment of some 70 natural products. In addition, although discovered in 2012, a brief introduction to the VCD exciton coupling approach and its applications in natural products AC assignment is presented.

(-)-Strempeliopine, stereoselective total synthesis and the determination of absolute configuration

1986 ◽  
Vol 51 (8) ◽  
pp. 1731-1742 ◽  
Author(s):  
Josef Hájíček ◽  
Jan Trojánek
Keyword(s):  
Circular Dichroism ◽  
Total Synthesis ◽  
Absolute Configuration ◽  
Determination Of Absolute Configuration ◽  
Natural Base ◽  
The Absolute ◽  
Circular Dichroïsm

A synthesis of (±)-strempeliopine (II) is described, the key step of which is the stereoselective reductive rearrangement of 18-methylene-1,2-dehydroaspidospermidine (XI). The absolute configuration of the natural (-)-base II was determined as (2S, 7R, 20R, 21R) on the basis of its synthesis from (+)-18-methylenevincadifformine (XVII) the configuration of which was derived from a comparison of circular dichroism properties of bases with a β-anilinoacrylate chromophore. The biogenesis of the alkaloids of the schizozygane type is discussed.

Sign in / Sign up

Export Citation Format

Share Document