Abstract

Stereoselectivity of the reaction of acyclic ketone enolates with ( E)- β-nitroenones was investigated according to the nature of the base used to accomplish deprotonation. The stereoselectivity and the regioselectivity of the reaction of ketone enolates with ( E)- β-nitroenones could be enhanced by the use of trichlorotitanium enolates, which allowed the formation of diastereomeric mixture of ( E)-3-hydroxy-5-nitroalk-4-enones 3 where the amount of product of ( l) configuration is increased compared to results obtained with lithium enolates.

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