892875-11-5

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, 3-hydroxy-2-methyl-1-cyclohexen-1-yl ester
• CAS NO: 892875-11-5
• Molecular Formula: C8H11F3O4S
• Molecular Weight: 260.234
• Mol File: 892875-11-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, 3-hydroxy-2-methyl-1-cyclohexen-1-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, 3-hydroxy-2-methyl-1-cyclohexen-1-yl ester(892875-11-5)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, 3-hydroxy-2-methyl-1-cyclohexen-1-yl ester(892875-11-5)

Safety Data

• Hazardous Substances Data: 892875-11-5(Hazardous Substances Data)

Upstream product

• 150765-78-9 2-methyl-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate 
• 1193-55-1 2-methylcyclohexane-1,3-dione 

Downstream Products

• 146801-29-8 5,5,5-trifluoro-4-hydroxy-4-phenylpentan-2-one 
• 197292-39-0 (E)-4-[3'-(tert-butyldimethylsiloxy)-2'-methylcyclohex-1'-enyl]but-3-en-2-one 
• 58944-42-6 hept-5-yn-1-ol 
• 197292-38-9 3-(tert-butyldimethylsiloxy)-2-methylcyclohex-1-enyl trifluoromethanesulfonate 

Relevant articles and documents

Copper-Catalyzed Enantioselective 1,2-Reduction of Cycloalkenones

We report an asymmetric 1,2-reduction of cyclic α,β-unsaturated ketones to access various enantiomerically enriched cyclic allylic alcohols under mild conditions, catalyzed by in situ generated copper hydride ligated with (R)-DTBM-C3*-TunePhos. α-Brominated cycloalkenones were reduced with excellent enantioselectivities of up to 98% ee, while substrates that were without α-substituents were reduced chemoselectively, with moderate enantioselectivities.

Reaction Discovery Using Neopentylene-Tethered Coupling Partners: Cycloisomerization/Oxidation of Electron-Deficient Dienynes

A rhodium-catalyzed cycloisomerization and oxidation of tethered dienynes for the synthesis of indanes is described. An auxiliary fragmentation/olefination method (also described herein) provides novel access to tethered alkyne-dienoate substrates. The re

Tandem nucleophilic addition/fragmentation reactions and synthetic versatility of vinylogous acyl triflates

A thorough analysis of the chemistry of vinylogous acyl triflates provides insight into important chemical processes and opens new directions in synthetic technology. Tandem nucleophilic addition/C-C bond cleaving fragmentation reactions of cyclic vinylogous acyl triflates 1 yield a variety of acyclic acetylenic compounds. Full details are disclosed herein. A wide array of nucleophiles, such as organolithium and Grignard reagents, lithium enolates and their analogues, hydride reagents, and lithium amides, are applied. The respective reactions produce ketones 2, 1,3-diketones and their analogues 3, alcohols 4, and amides 5. The present reactions are proposed to proceed through a 1,2-addition of the nucleophile to the carbonyl group of starting triflates 1 to form tetrahedral alkoxide intermediates C, followed by Grob-type fragmentation, which effects C-C bond cleavage to yield acyclic acetylenic compounds 2-5 and 7. The potent nucleofugacity of the triflate moiety is channeled through the σ-bond framework of 1, providing direct access to the fragmentation pathway without denying other typical reactions of cyclic vinylogous esters. The synthetic versatility of vinylogous acyl triflates, including functionalization reactions of the cyclic enone core (1 → 6 or 8), is also illustrated.