301823-97-2Relevant academic research and scientific papers
Studies towards the total synthesis of solanoeclepin A: Synthesis and potato cyst nematode hatching activity of analogues containing the tetracyclic left-hand substructure
Benningshof, Jorg C. J.,IJsselstijn, Maarten,Wallner, Sabine R.,Koster, Anne L.,Blaauw, Richard H.,Van Ginkel, Angeline E.,Briere, Jean-Francois,Van Maarseveen, Jan H.,Rutjes, Floris P. J. T.,Hiemstra, Henk
, p. 1701 - 1713 (2007/10/03)
In our studies towards the total synthesis of solanoeclepin A, a natural hatching agent of potato cyst nematodes, three analogues containing the tetracyclic left-handed substructure have been synthesised. First, the synthesis of the parent tetracycle 2 in
Enantioselectve synthesis of the tetracyclic left-hand substructure of solanoeclepin A
Benningshof,Blaauw,Van Ginkel,Rutjes,Fraanje,Goubitz,Schenk,Hiemstra
, p. 1465 - 1466 (2007/10/03)
The synthesis of the enantiopure left-hand substructure of solanoeclepin A is described. Key steps include a chromium-mediated coupling of an oxabicyclic aldehyde with a β-ketoester-derived enol triflate to give a lactone, and a ring-closing metathesis reaction to form the seven-membered ring.
