Construction of substituted cyclohexanones by reductive cyclization of 7-oxo-2,8-alkadienyl esters.
[reaction: see text] Cyclization of 7-oxo-2,8-alkadienyl esters upon reaction with triphenylphosphinecopper hydride hexamer stereoselectively yields substituted cyclohexanones having a cis relationship of carbon side chains at C2 and C3. This cyclohexanone construction is particularly useful for preparing 4-alkoxy- or 4-siloxy-2,3-disubstituted cyclohexanones, in which instance stereoselection is > or = 20:1.
Kamenecka
Theodore M
TM
Department of Chemistry, University of California, Irvine, 516 Rowland Hall, Irvine, California 92697-2025, USA.
Overman
Larry E
LE
Ly Sakata
Sylvie K
SK