66049-63-6

Upstream product

• 1123-09-7 3,5-dimethyl-2-cyclohexen-1-one 
• 7214-50-8 5-methylcyclohex-2-en-1-one 
• 16029-98-4 trimethylsilyl iodide 
• 917-54-4 methyllithium 
• 75-77-4 chloro-trimethyl-silane 
• 7214-52-0 3,5-dimethyl-cyclohexanone 

Downstream Products

• 112825-48-6 4-[(S)-2-Hydroxy-2-((1R,2S)-2-hydroxy-4,6-dimethyl-cyclohexyl)-ethyl]-1-phenyl-piperidine-2,6-dione 
• 2320-30-1 3,5-dimethylcyclohexanone 
• 112825-40-8 4-[(S)-2-((S)-2,4-Dimethyl-6-oxo-cyclohexyl)-2-hydroxy-ethyl]-1-phenyl-piperidine-2,6-dione 

Relevant academic research and scientific papers

Synthesis of syn-4,6-dimethyldodecanal, the male sex pheromone and trail-following pheromone of two species of the termite Zootermopsis

Recently, we reported that syn-4,6-dimethyldodecanal is the male sex pheromone and the trail-following pheromone of the Termopsidae Zootermopsis nevadensis and Zootermopsis angusticollis. In this article, we describe the syntheses of the mixture of the fo

Iodotrimethylsilane-Promoted Additions of Monoorganocopper Compounds to α,β-Unsaturated Ketones, Esters, and Lactones

Conjugate additions with the efficient monoorganocopper-iodotrimethylsilane combination, exemplified mainly with methylcopper, butylcopper, and tert-butylcopper, proceed cleanly, smoothly, and rapidly to a variety of α,β-unsaturated carbonyl compounds; cy

Enantioselective Formation of cis-3,5-Dimethylcyclohexanone Lithium Enolate and Stereoselective Aldol Reaction with Benzaldehyde

Deprotonation of cis-3,5-dimethylcyclohexanone (6) with chiral lithium amide bases 10-12 has been investigated.The resulting lithium enolates 7a,b react with benzaldehyde, acetic anhydride, or trimethylsilyl chloride to yield, respectively, the aldols 8 a

ORGANOCOPPER-IODOSILANE COMBINATIONS IN CONJUGATE ADDITIONS

This paper concerns new possibilities opened by the addition of (mono)organocopper compounds and iodotrimethylsilane (TMSI) to α,β-unsaturated ketones and esters giving the silyl enol ethers and ketene acetals, respectively.We demonstrate the homogeneous addition of methylcopper-tributyl-phosphine-iodotrimethylsilane to methyl cinnamate, the use of organocopper-bromotrimethylsilane combinations, the dominating formation of Z-silyl enol ethers on conjugate addition of methyl- and butylcopper/TMSI to benzalacetone, and the formation of silyl enol ethers in other additions of organocopper compounds and TMSX to conjugated ketones.The Z-selectivity for addition to benzalacetone corresponds to s-cis conformations in ?-complexes between copper(I) chloride and 1-penten-3-one or 3-buten-2-one.The stereoselectivity could support a reaction path via ?-complexes between organocopper-iodotrimethylsilane complexes and s-cis conformers of the substrates.