89088-84-6

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 75337-05-2 (+)-(R)-4-methyl-2-cyclohexene-1-one 
• 75337-05-2 4-methyl-2-cyclohexenone 
• 917-54-4 methyllithium 

Downstream Products

• 89162-97-0 (R)-(+)-3,4-dimethyl-2-cyclohexen-1-one 
• 97997-16-5 2-(tert-butyldimethylsiloxy)-3β,4α-dimethylcyclohexanone 

Relevant academic research and scientific papers

A Notable Stereochemical Variation in the 2 + 2 + 2 Annulation Reaction

A rapid entry to the epiaflavinine ring system is described.

A General Method for the Preparation of γ-Substituted Cyclohexenals and Cycloheptenals

A general procedure for the preparation of γ-substituted or β'-unsaturated cycloalkenals is described.Starting from 2-cycloalkenones substituents may be introduced as nucleophiles by 1,4-addition followed by trapping of the regiospecifically generated enolate (86-92percent).Peracid oxidation of the enol silane derivative produces an α-hydroxy ketone which, after protection (70-93percent), is homologated to an enol ether by a Horner-Wittig reaction.Mild hydrolysis of the labile vinylogous acetal produces the aldehydes in good yields (62-75percent).Advantages of this method in comparison to known procedures are discussed as are other unsuccessful approaches to this substitution pattern.