55373-57-4Relevant 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
Ghostin,Bordereau,Braekman
experimental part, p. 560 - 568 (2011/05/12)
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
Bergdahl, Mikael,Eriksson, Magnus,Nilsson, Martin,Olsson, Thomas
, p. 7238 - 7244 (2007/10/02)
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
Majewski, Marek,Gleave, D. Mark
, p. 3599 - 3605 (2007/10/02)
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
Bergdahl, Mikael,Lindstedt, Eva-Lotte,Nilsson, Martin,Olsson, Thomas
, p. 535 - 544 (2007/10/02)
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.
