Using 3-t-butyldimethylsilyloxy-1-cyclohexenyl methyl ketone as a starting material, a simple stereoselective synthesis of rel-(6S,7S,8S)-7-butyl-8-hydroxy-1-azaspiro[5,5]undecan-2-one, a useful intermediate for the synthesis of pharmacologically important alkaloid perhydrohistrionicotoxin, and its rel-(6R) isomer, was described.
An efficient procedure for the conjugate addition method for conjugate addition as well as substitution of y-acetoxy-$-unsaturated ketones with RCu-AlCl, is reactions because of several drawbacks of the ordinary described.organocopper (I) reagents. By using lithium dimethylcuprate (Me,CuLi), it has been reported that y-acetoxy-apunsaturated ketones were reduced to give apand/or &unsaturated ketones.lY2 9, Unfortunately, no successful conjugate addition reaction of y-acetoxy-ap-unsaturated
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