911392-84-2Relevant academic research and scientific papers
Synthesis of novel spinosyn a analogues by Pd-mediated transformations
Tietze, Lutz F.,Brasche, Gordon,Grube, Alexander,Boehnke, Niels,Stadler, Christian
, p. 8543 - 8563 (2008/04/01)
The concept of modern crop protection demands for a continuous supply of new or modified established pesticides to avoid the development of serious resistances. Recent reports on the insecticidal spinosyns 1 and 2 show that also this class of pest managing agents is increasingly exposed to the formation of resistances. The synthesis of new derivatives is therefore highly desirable. We describe in this paper a convergent approach towards novel enantiopure spinosyn A analogues of type 3, which is based on investigations of structure-activity relationships and employs a twofold Heck reaction as key step for the preparation of the tricyclic backbone assembly.
Multiple palladium-catalyzed reactions for the synthesis of analogues of the highly potent insecticide spinosyn A
Tietze, Lutz F.,Brasche, Gordon,Stadler, Christian,Grube, Alexander,Boehnke, Niels
, p. 5015 - 5018 (2007/10/03)
Resistance is useless? The increasing resistance towards (-)-spinosyns A (1) and D (2) used as plant-protection agents makes new derivatives of these natural products necessary. On the basis of investigations into the structure-activity relationships a convergent approach to the synthesis of novel spinosyn A analogues (3) is developed. A double Heck reaction is the key step in the construction of the basic carbocyclic framework. (Chemical Equation Presented).
