79646-42-7

Basic information

• Product Name: (2E,1R)-1-cyclohexyl-2-buten-1-ol
• Synonyms: (2E,1R)-1-cyclohexyl-2-buten-1-ol
• CAS NO: 79646-42-7
• Molecular Weight: 154.252
• Mol File: 79646-42-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (2E,1R)-1-cyclohexyl-2-buten-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,1R)-1-cyclohexyl-2-buten-1-ol(79646-42-7)
• EPA Substance Registry System: (2E,1R)-1-cyclohexyl-2-buten-1-ol(79646-42-7)

Safety Data

• Hazardous Substances Data: 79646-42-7(Hazardous Substances Data)

Upstream product

• 15378-40-2 trans-1-cyclohexyl-2-buten-1-one 
• 18736-82-8 1-cyclohexyl-but-2-en-1-ol 
• 931-50-0 cyclohexylmagnesium bromide 
• 79646-42-7 (E)-1-cyclohexyl-2-buten-1-ol 
• 590-15-8 trans-2-propenyl bromide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 123-73-9 crotonaldehyde 
• 126403-69-8 (E)-prop-1-enylzinc(II) bromide 
• 7152-32-1 4-cyclohexyl-3-buten-2-one 
• 138407-94-0 (E)-1-cyclohexyl-3-(dimethyl(phenyl)silyl)but-2-en-1-ol 
• 108-85-0 1-bromocyclohexane 
• 123-73-9 trans-Crotonaldehyde 
• 114180-68-6 α-cyclohexyl-3-methyloxiranemethanol 
• 542-18-7 cyclohexyl chloride 

Downstream Products

• 106456-98-8 tert-Butoxycarbonylamino-acetic acid (E)-(S)-1-cyclohexyl-but-2-enyl ester 
• 18736-82-8 (2E,1S)-1-cyclohexyl-2-buten-1-ol 
• 114180-65-3 (S)-Cyclohexyl-((2S,3S)-3-methyl-oxiranyl)-methanol 
• 79605-71-3 (S)-Cyclohexyl-((2R,3R)-3-methyl-oxiranyl)-methanol 
• 15378-40-2 trans-1-cyclohexyl-2-buten-1-one 
• 114180-68-6 α-cyclohexyl-3-methyloxiranemethanol 
• 109177-13-1 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-1-cyclohexyl-but-2-enyl ester 
• 79605-71-3 (R)-Cyclohexyl-(3-methyl-oxiranyl)-methanol 
• 1017246-25-1 C₂₀H₂₅F₃O₃ 
• 1017246-18-2 (R,E)-(1-(prop-2-ynyloxy)but-2-enyl)cyclohexane 
• 1017246-27-3 C₂₀H₂₅F₃O₃ 
• 1017246-28-4 (S,E)-(1-(prop-2-ynyloxy)but-2-enyl)cyclohexane 
• 1384063-08-4 (2R,3S,E)-methyl 5-cyclohexyl-2-hydroxy-3-methyl-2-((E)-styryl)pent-4-enoate 
• 1384063-04-0 (2R,3R,E)-methyl 5-cyclohexyl-2-hydroxy-3-methyl-2-((E)-styryl)pent-4-enoate 

Relevant articles and documents

Tuning of α-Silyl Carbocation Reactivity into Enone Transposition: Application to the Synthesis of Peribysin D, E-Volkendousin, and E-Guggulsterone

A reliable method for enone transposition has been developed with the help of silyl group masking. Enantio-switching, substituent shuffling, and Z-selectivity are the highlights of the method. The developed method was applied for the first total synthesis of peribysin D along with its structural revision. Formal synthesis of E-guggulsterone and E-volkendousin was also claimed using a short sequence.

Chirality Transfer in Gold(I)-Catalysed Direct Allylic Etherifications of Unactivated Alcohols: Experimental and Computational Study

Gold(I)-catalysed direct allylic etherifications have been successfully carried out with chirality transfer to yield enantioenriched, γ-substituted secondary allylic ethers. Our investigations include a full substrate-scope screen to ascertain substituent effects on the regioselectivity, stereoselectivity and efficiency of chirality transfer, as well as control experiments to elucidate the mechanistic subtleties of the chirality-transfer process. Crucially, addition of molecular sieves was found to be necessary to ensure efficient and general chirality transfer. Computational studies suggest that the efficiency of chirality transfer is linked to the aggregation of the alcohol nucleophile around the reactive π-bound Au-allylic ether complex. With a single alcohol nucleophile, a high degree of chirality transfer is predicted. However, if three alcohols are present, alternative proton transfer chain mechanisms that Erode the efficiency of chirality transfer become competitive.

Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols

The tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor rhodium carbenoids and chiral allyl alcohols is a convergent C-C bond forming process, which generates two vicinal stereogenic centers. Any of the four possible stereoisomers can be selectively synthesized by appropriate combination of the chiral catalyst Rh2(DOSP)4 and the chiral alcohol.