1118759-63-9Relevant academic research and scientific papers
Stereocontrolled synthesis of (3Z,5E)-6-aryl-3-methylhexa-3,5-dien-1-ols, intermediates in the synthesis of strobilurin antibiotics
Grigorieva,Popovsky,Stepanov,Kolotyrkina
experimental part, p. 848 - 851 (2011/01/07)
(2E,4E)-5-Aryl-2-(2-benzyloxyethyl)penta-2,4-dien-1-als (aryl is phenyl and 4-methox-yphenyl) were reduced with NaBH4 quantitatively and stereospecifically to the corresponding penta-2(E),4(E)-dien-1-ols. The hydroxymethyl group in the latter was transformed into a methyl one with a stereoselectivity of 92-97%. Debenzylation of the resulting (1E,3Z)-1-aryl-6- benzyloxy-4-methylhexa-1,3-dienes with AlCl3 in the presence of PhNMe2 afforded the target (3Z,5E)-6-aryl-3-methylhexa-3,5-dien-1- ols; the configuration of the C=C bonds in the conjugated aryl diene systems was retained at 95%.
Stereoselective synthesis of key intermediates for the preparation of strobilurins
Grigorieva, Natalia Ya.,Smirnov, Anatoly G.,Popovsky, Viktor A.,Stepanov, Andrei V.
, p. 84 - 85 (2008/12/20)
The highly stereoselective synthesis of benzyl and tert-butyldimethylsilyl ethers of 3-methyl-6-arylhexa-3(Z),5(E)-dienols, which are key intermediates in the syntheses of strobilurins A and X, has been developed.
