Chemoenzymic synthesis and fungicidal activity of the four pure stereoisomers of a new morpholine derivative

Autor:	Luigi Mirenna, Garavaglia Carlo, Sandro Spezia, Paolo Golini, Pietro Cesti, Lucio Filippini, Daniele Bianchi
Rok vydání:	1992
Předmět:	Fungicide chemistry.chemical_compound chemistry Stereochemistry Morpholine Stereoselectivity Biological activity General Chemistry General Agricultural and Biological Sciences Enantiomeric excess Derivative (chemistry) Yeast Kinetic resolution
Zdroj:	Journal of Agricultural and Food Chemistry. 40:1989-1992
ISSN:	1520-5118 0021-8561
DOI:	10.1021/jf00022a051
Popis:	Four optically pure stereoisomers of 2,6-dimethyl-4-[2-methyl-3-[3-(cyclopropylmethoxy)phenyl]propyl]-morpholine (1), a new broad-spectrum morpholine fungicide, were prepared starting from the chiral precursor 2-methyl-3-[3-(benzyloxy)phenyl]-1-propanol (2). Optically active 2 was obtained by lipase-catalyzed kinetic resolution of (R, S)-2 and by stereoselective bakers' yeast reduction of 2-methyl-3-[3-(benzoyloxy)phenyl]propenal (4). The biological activity of the pure stereoisomers has been evaluated in vitro against a variety of fungi and in vivo against Erysiphe graminis on wheat and Helminthosporium teres on barley
Databáze:	OpenAIRE
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