60112-29-0

Upstream product

• 609-39-2 2-nitrofuran 
• 931-50-0 cyclohexylmagnesium bromide 
• 31930-36-6 ethyl (Z)-3-iodopropenoate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 79-20-9 acetic acid methyl ester 
• 56697-99-5 2-cyclohexyl-2-acetoxyacetaldehyde 
• 95124-06-4 (S)-1-cyclohexyl-2-propen-1-ol acetate 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 86653-05-6 1-cyclohexyl-2-(phenylsulfonyl)ethan-1-ol 
• 93423-46-2 3-Benzenesulfonyl-4-cyclohexyl-4-hydroxy-N-phenyl-butyramide 
• 185811-89-6 4-benzyloxy-1-cyclohexyl-2-(4-tolylsulfonyl)-3-buten-1-ol 
• 146174-48-3 5-cyclohexyl-2-hydroxy-4-(4-tolylsulfonyl)tetrahydrofuran 
• 4352-44-7 1-cyclohexylprop-2-en-1-ol 
• 168051-58-9 methyl 4-hydroxy-4-cyclohexyl-but-2-ynoate 

Relevant academic research and scientific papers

Trans-selective conversions of γ-hydroxy-α,β-alkynoic esters to γ-hydroxy-α,β-alkenoic esters

Matrix presented. γ-Hydroxy-α,β-acetylenic esters are used as precursors to prepare γ-hydroxy-α,β-alkenoic esters by means of trans-selective additions of two hydrogen atoms or one hydrogen atom and one iodine atom across the triple bonds. These methods a

A novel and simple method to prepare γ-hydroxy-α,β-(E)-alkenoic esters from γ-keto-alkynoic esters

A method to convert γ-keto-alkynoic esters to γ-hydroxy-α,β-(E)-alkenoic esters is described. This functional group transformation was accomplished in one step by means of NaBH4 reduction in methanol.

A versatile preparation of alpha,beta-unsaturated lactones from homoallylic alcohols.

[formula: see text] A new method for the synthesis of alpha,beta-unsaturated lactones from beta-acetoxy aldehydes by reaction with the lithium enolate of methyl acetate was developed. The reaction is relatively insensitive to structural changes in the ald

(Alkoxyallyl)sulfones as enal β-anion equivalents. Synthesis of 5-substituted 2(5H)-furanones

2(5H)-Furanones 14 may be prepared in a four-step sequence starting from (alkoxyallyl)sulfone 10 and aldehydes.

PREPARATION AND REACTIVITY OF FUNCIONALIZED ALKENYL-ZINC, -COPPER, AND -CHROMIUM ORGANOMETALLICS

β-Halogeno-α,β-unsaturated carbonyl derivatives were converted to the corresponding zinc organometallics 2a under mild conditions in THF (Zn dust, 25-45 deg C, 1-4h).These funcionalized alkenylzinc iodides react with a variety of alkenyl and aromatic iodides affording the desired coupling products in 40-97percent yield.The addition of a THF solution of CuCN*2LiCl to 2a affords the corresponding organocopper derivatives 2b which rect with electophiles, such as alkynyl and allylic halides, nitro olefins, enones, and chlorotrimethylstannane providing polyfuncional unsaturated carbonyl compounds in 71-95percent yield.The insertion of chromium (II) chloride to β-iodo and to some β-(p-tosyl)enones in DMF furnishes new funcionalized chromium (III) organometallics 2c which react with aldehydes providing γ-hydroxy unsaturated carbonyl derivatives in 40-91percent yield.The synthetic scope and the limitations of this methodology are discussed. Key words: funcionalized organozinc halides, alkenylchromium(III) compounds, copper-zinc organometallics.

1-Benzyloxy-3-(p-tolylsulfonyl)propene as an acrolein β-anion equivalent. Synthesis of 4-substituted 2-butenolides

Lithiation of 1-benzyloxy-3-(p-tolylsulfonyl)propene 6 and reaction with aldehydes give alcohols 7. Sequential hydrolysis-cyclization, oxidation and DBU-mediated elimination of dine elements of p-TolSO2H gives 4-substituted 2-butenolides 10 in good overall yield.

Nitrodienic-like Reactivity of 2-Nitrofuran with Organometallic Reagents: One-step Synthesis of Alkylfuranones

2-Nitrofuran reacts with Grignard, alkyllithium, dialkylcadmium and heterocuprate reagents affording mixtures of 5-alkyl- and 3-alkyl-2-furanones.

ALKYLFURANONES FROM 2-NITROFURAN: A PROMISING SYNTHETIC APPROACH

Mixtures of 5- and 3-alkyl-2-furanones are obtained from 2-nitrofuran and Grignard reagents.

METHYL 3-PHENYLSULPHONYL ORTHOPROPIONATE: AN EFFICIENT REAGENT FOR THE SYNTHESIS OF γ-LACTONES AND BUTENOLIDES

Treatment of methyl 3-phenylsulphonyl orthopropionate with n-BuLi gives the corresponding carbanion which reacts with aldehydes or ketones to yield β-phenylsulphonyl-γ-lactones.Base-catalysed elimination yields α,β or β,γ-butenolides.

DIANIONS OF N-MONOSUBSTITUTED-3-(PHENYLSULFONYL)PROPANAMIDES. CONVENIENT REAGENTS FOR THE SYNTHESIS OF 5-ALKYL-2(5H)-FURANONES

Treatment of N-phenyl-3-(phenylsulfonyl)propanamide with 2 equiv. of butyllithium at -78 deg C afforded the dianion.Aldehydes and ketones upon treatment with the dianion provided stable γ-hydroxy amides, which were converted in good yields to 5-alkyl-2(5H)-furanones.Optically active (R)- and (S)-5-octyl-2(5H)-furanones, and (R)- and (S)-5-tridecyl-2(5H)-furanones were prepared from aldehydes and the dianions, derived from chiral N-monosubstituted-3-(phenylsulfonyl)propanamides.