An Unidentified Ubichromenol-like Lipid Constituent of Bakers' Yeast

Nature ◽  
1961 ◽  
Vol 189 (4766) ◽  
pp. 750-751 ◽  
Author(s):  
E. E. EDWIN ◽  
J. GREEN ◽  
A. T. DIPLOCK ◽  
J. BUNYAN
Keyword(s):  
Lipid Constituent

scholarly journals The relative rates of oxidation of lipovitellin and of its lipid constituent

1951 ◽  
Vol 50 (1) ◽  
pp. 67-73 ◽  
Author(s):  
C. H. Lea ◽  
J. C. Hawke
Keyword(s):  
Lipid Constituent

Application of allylic substitutions in natural products synthesis

2004 ◽  
Vol 76 (3) ◽  
pp. 495-505 ◽  
Author(s):  
G. Helmchen ◽  
Martin Ernst ◽  
G. Paradies
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Membrane Lipid ◽  
Pure Form ◽  
Allylic Alkylation ◽  
Allylic Substitutions ◽  
Synthesis Routes ◽  
Lipid Constituent ◽  
Natural Products Synthesis

Synthesis routes are described, allowing all known jasmonoids as well as their enantiomers to be synthesized in enantiomerically and diastereomerically pure form. The routes are based on a set of closely related lactones containing an electrophilic allylic moiety, which are accessible via asymmetric Pd-catalyzed allylic alkylation. Regio- and diastereoselective SN2'-anti-reactions of the electrophilic lactones with organocopper compounds furnished 2,3-cis-disubstituted cyclopentenones, which were further transformed into the target compounds, i.e., 12-oxophytodienoic acid (12-OPDA) in excellent overall yields. The methodology also allowed iridoids and isoprostanes to be prepared. The configuration of an Archaea membrane lipid constituent containing cyclopentane rings was determined by total synthesis of a diol that was also obtained by degradation of the natural product.

Sign in / Sign up

Export Citation Format

Share Document