54783-75-4Relevant academic research and scientific papers
Discovery of florylpicoxamid, a mimic of a macrocyclic natural product
Meyer, Kevin G.,Bravo-Altamirano, Karla,Herrick, Jessica,Loy, Brian A.,Yao, Chenglin,Nugent, Ben,Buchan, Zachary,Daeuble, John F.,Heemstra, Ron,Jones, David M.,Wilmot, Jeremy,Lu, Yu,DeKorver, Kyle,DeLorbe, Johnathan,Rigoli, Jared
, (2021/11/08)
Natural products have routinely been used both as sources of and inspiration for new crop protection active ingredients. The natural product UK-2A has potent anti-fungal activity but lacks key attributes for field translation. Post-fermentation conversion of UK-2A to fenpicoxamid resulted in an active ingredient with a new target site of action for cereal and banana pathogens. Here we demonstrate the creation of a synthetic variant of fenpicoxamid via identification of the structural elements of UK-2A that are needed for anti-fungal activity. Florylpicoxamid is a non-macrocyclic active ingredient bearing two fewer stereocenters than fenpicoxamid, controls a broad spectrum of fungal diseases at low use rates and has a concise, scalable route which is aligned with green chemistry principles. The development of florylpicoxamid represents the first example of using a stepwise deconstruction of a macrocyclic natural product to design a fully synthetic crop protection active ingredient.
ASYMMETRIC DIELS-ALDER REACTION CATALYSED BY SOME CHIRAL LEWIS ACIDS
Rebiere, F.,Riant, O.,Kagan, H.B.
, p. 199 - 214 (2007/10/02)
Diels-Alder reaction between cyclopentadiene and various dienophiles (mainly methacrolein) at -78 deg C was catalysed by various chiral aluminium alcoholates.The catalysts were prepared by reaction of EtAlCl2 with several families of diol (or their monoet
