2316-84-9

Upstream product

• 67-64-1 acetone 
• 2043-61-0 cyclohexanecarbaldehyde 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 78-95-5 chloroacetone 
• 105104-40-3 Okahara's reagent 
• 18312-45-3 propan-2-one O-acetyl oxime 

Downstream Products

• 7152-32-1 4-cyclohexyl-3-buten-2-one 
• 106361-67-5 (1R,3S)-1-Cyclohexyl-3-methyl-hex-5-yne-1,3-diol 
• 220439-11-2 4-(Bromomethyl-dimethyl-silanyloxy)-4-cyclohexyl-butan-2-one 
• 138408-10-3 (1R,3R)-1-Cyclohexyl-butane-1,3-diol 
• 223131-81-5 4-tert-butyldimethylsilanyloxy-4-cyclohexyl-2-butanone 
• 41437-84-7 (E)-4-cyclohexylbut-3-en-2-one 
• 106361-73-3 (4S,6S)-6-Cyclohexyl-4-hydroxy-4-methyl-tetrahydro-pyran-2-one 
• 497069-21-3 3-bromo-1-cyclohexylbutyl benzenesulfonate 
• 497069-59-7 3-bromo-1-cyclohexyl-1-butanol 
• 497069-73-5 3-tert-butyldimethylsilanyloxy-3-cyclohexyl-1-methylpropyl methanesulfonate 
• 497069-74-6 4-tertbutyldimethylsilanyloxy-4-cyclohexyl-2-butanol 
• 21527-61-7 4-cyclohexylidene-2-butanone 

Relevant academic research and scientific papers

A highly chemoselective Mukaiyama aldol reaction of saturated aldehyde over unsaturated aldehyde with enol tris(2,6-diphenylbenzyl)silyl ether

An exceedingly high chemoselective Mukaiyama aldol reaction of saturated aldehydes in the presence of unsaturated aldehydes (benzaldehyde and α,β-enals) has been realized for the first time by using the structurally unique enol tris(2,6-diphenylbenzyl)sil

Asymmetric Catalysis with Ethylene. Synthesis of Functionalized Chiral Enolates

Trialkylsilyl enol ethers are versatile intermediates often used as enolate surrogates for the synthesis of carbonyl compounds. Yet there are no reports of broadly applicable, catalytic methods for the synthesis of chiral silyl enol ethers carrying latent functionalities useful for synthetic operations beyond the many possible reactions of the silyl enol ether moiety itself. Here we report a general procedure for highly catalytic (substrate:catalyst ratio up to 1000:1) and enantioselective (92% to 98% major enantiomer) synthesis of such compounds bearing a vinyl group at a chiral carbon at the β-position. The reactions, run under ambient conditions, use trialkylsiloxy-1,3-dienes and ethylene (1 atm) as precursors and readily available (bis-phosphine)-cobalt(II) complexes as catalysts. The silyl enolates can be readily converted into novel enantiopure vinyl triflates, a class of highly versatile cross-coupling reagents, enabling the syntheses of other enantiomerically pure, stereodefined trisubstituted alkene intermediates not easily accessible by current methods. Examples of Kumada, Stille, and Suzuki coupling reactions are illustrated.

Improved conditions for the proline-catalyzed aldol reaction of acetone with aliphatic aldehydes

The proline-catalyzed asymmetric aldol reaction between aliphatic aldehydes and acetone has, to date, remained underdeveloped. Challenges in controlling this reaction include avoiding undesired side reactions such as aldol condensation and self-aldolization. In recent years we have developed optimized conditions, which enable high yields and good to excellent enantioselectivities, and which are presented in this communication. Georg Thieme Verlag Stuttgart New York.

A useful synthetic equivalent of an acetone enolate

2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed wit

Ti-catalyzed reformatsky-type coupling between α-halo ketones and aldehydes

(Chemical Equation Presented) We describe the first Ti-catalyzed Reformatsky-type coupling between α-halo ketones and aldehydes. The reaction affords β-hydroxy ketones under mild, neutral conditions compatible with ketones and other electrophiles. The cat

Influence of the double-bond geometry of the Michael acceptor on copper-catalyzed asymmetric conjugate addition

Focusing on mechanistic aspects, a study of the influence of the (E)/(Z) double-bond geometry of the Michael acceptor on the enantioselectivity of copper-catalyzed asymmetric conjugate addition reactions has been realized. In spite of numerous articles co

Au(I)-catalyzed cyclization of tert-butyl carbonates derived from homopropargyl alcohols: A catalytic alternative to cyclic enol carbonates

Au(I)-complexes catalyze cyclization of tert-butyl carbonates derived from a variety of homopropargyl alcohols. This procedure offers a catalytic alternative to stoichiometric Lewis acids for the preparation of a range of enol carbonates. Georg Thieme Verlag Stuttgart.

Processes for preparing beta-hydroxy-ketones and alpha,beta-unsaturated ketones

Processes for producing β-hydroxy-ketones and α,β-unsaturated ketones are disclosed which comprise the crossed condensation of an aldehyde with a ketone in the presence of a hydroxide or alkoxide of alkali metal or an alkaline earth metal as catalyst. The products of the process, β-hydroxy-ketones and α,β-unsaturated ketones, are useful for the preparation of many commercially important products in the chemical process industries including solvents, drug intermediates, flavors and fragrances, other specialty chemical intermediates.

Direct organocatalytic aldol reactions in buffered aqueous media

Organocatalytic cross-aldol reactions catalyzed by cyclic secondary amines in aqueous media provide a direct route to a variety of aldols including carbohydrate derivatives and may warrant consideration as a prebiotic route to sugars.

Stereoselective radical Aryl migration reactions from sulfur to carbon

Stereoselective aryl migration reactions from sulfur in sulfonates and sulfonamides to C-centered radicals are reported. The 1,5-aryl migration from sulfur to differently substituted C-centered radicals could be performed with high yields and selectivities. Functionalized aryl groups could also be transferred by this new method. A model to explain the stereochemical outcome of the reaction is presented and some mechanistic aspects of this reaction are discussed. Aryl migration reactions from sulfur in sulfinates to carbon radicals were less efficient, and the corresponding migrations in aryl sulfoxides were not observed at all. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.