114418-34-7Relevant 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.
Diastereoselective addition of organomanganese compounds to α-alkoxysubstituted propanals
Kasatkin, A. N.,Biktimirov, R. Kh.,Podlipchuk, I. P.,Sultanmuratova, V. R.,Tolstikov, G. A.
, p. 161 - 165 (2007/10/02)
Reactions of organomanganese compounds R1MnI (R1 = Ph, 4-MeC6H4, Me, Bu, n-C7H15, BuCC, PhCC),prepared from R1Li and MnI2 in Et2O, with aldehydes MeCH(OR2)CHO (R2 = CH2Ph, CH2OMe, CH2OCH2Ph) afford threo-alcohols MeCH(OR2)CH(OH)R1 with high diastereoselec
STEREOCONTROLLED ONE-POT CONVERSIONS OF α-ALKOXY ESTERS TO SYN- AND ANTI-1,2-DIOL DERIVATIVES
Burke, Steven D.,Deaton, David N.,Olsen, Robert J.,Armistead, David M.,Blough, Bruce E.
, p. 3905 - 3906 (2007/10/02)
Complementary one-pot methods for the sequential addition of carbon and hydride nucleophiles to α-alkoxy esters leading to syn or anti mono-protected vicinal glycol derivatives are described.
ZnBr2-MEDIATED HIGHLY DIASTEREOSELECTIVE ADDITION OF GRIGNARD REAGENTS TO α-BENZYLOXY ALDEHYDES
Asami, Masatoshi,Kimura, Rieko
, p. 1221 - 1222 (2007/10/02)
α-Benzyloxy aldehydes reacted with Grignard reagents in the presence of ZnBr2 to afford vicinal syn-diol derivatives with high diastereoselectivity.
