63254-50-2

Upstream product

• 63254-60-4 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-aminoacetate 
• 2216-51-5 (-)-menthol 
• 127236-74-2 (1R,2S,5R)-(-)-menthyl diazoacetoacetate 
• 110-46-3 isopentyl nitrite 
• 7377-98-2 (-)-menthyl chloroacetate 
• 16832-20-5 (1R,2S,5R)-menthol bromoacetate 
• 14661-69-9 p-toluenesulfonylhydrazone glyoxylic acid chloride 

Downstream Products

• 67489-30-9 cis l-menthyl 2-phenyl-1-cyclopropanecarboxylate 
• 67489-30-9 (1S,2S)-2-Phenyl-cyclopropanecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 67489-30-9 (1R,2S)-L-menthyl 2-phenylcyclopropanecarboxylate 
• 67528-67-0 (1R,2R)-L-menthyl 2-phenylcyclopropanecarboxylate 
• 105367-36-0 (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylate 
• 105367-37-1 (1S,2R)-l-menthyl 2-phenylcyclopropane-1-carboxylate 
• 105251-55-6 (1S,2R)-2-Pentyl-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 105251-55-6 (1S,2S)-2-Pentyl-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 154278-35-0 (1R,2R)-2-Pentyl-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 154278-36-1 (1R,2S)-2-Pentyl-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 139494-86-3 2-tert-Butyl-cycloprop-2-enecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 132098-62-5 2,3-Dipropyl-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 40999-13-1 (1S)-trans (l)-menthyl 2,2-dimethyl-3-(2-methyl-1-propenyl)-1-cyclopropanecarboxylate 
• 63323-85-3 cis-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid menthyl ester 

Relevant academic research and scientific papers

Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper-Catalyzed Oxyalkynylation of Diazo Compounds

Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents are now established reagents for the alkynylation of radicals and nucleophiles, yet they present limited possibilities for further structure and reactivity modification. Herein, the first synthesis is reported for the corresponding ethynylbenziodazolone (EBZ) reagents, in which the oxygen atom in the iodoheterocycle is replaced by a nitrogen atom. The substituent on the nitrogen enables further fine-tuning of the reagent structure and reactivity. EBZ reagents are obtained easily from the corresponding benzamides by using a one-step procedure, and display reactivity comparable to that of EBX reagents. In particular, they are applied in an asymmetric copper-catalyzed oxyalkynylation of diazo compounds, which proceeds in high yield and enantioselectivity for a broad range of substituents on the diazo compounds and the alkyne.

Addition of Diazo Compounds ipso -C-H Bond to Carbon Disulfide: Synthesis of 1,2,3-Thiadiazoles under Mild Conditions

We describe here an operationally simple and straightforward synthesis method for a series of diverse 4,5-disubstituted 1,2,3-thiadiazoles via the nucleophilic addition of α-diazo carbonyl compounds to carbon disulfide. This method features using abundant and inexpensive carbon disulfide under mild reaction conditions.

Enantioselective Copper-Catalyzed Oxy-Alkynylation of Diazo Compounds

Enantioselective catalytic methods allowing the addition of both a nucleophile and an electrophile onto diazo compounds give a fast access into important building blocks. Herein, we report the highly enantioselective oxyalkynylation of diazo compounds usi

Direct Carboxylation of the Diazo Group ipso-C(sp2)-H bond with Carbon Dioxide: Access to Unsymmetrical Diazomalonates and Derivatives

The direct carboxylation of the ipso-C(sp2)-H bond of a diazo compound with carbon dioxide under mild reaction conditions is described. This method is transition-metal-free, uses a weak base, and proceeds at ambient temperature under atmospheric pressure in carbon dioxide. The carboxylation exhibits high reactivity and is amenable to subsequent diversification. A series of unsymmetrical 1,3-diester/keto/amide diazo compounds are obtained with moderate to excellent yields (up to 99%) with good functional group compatibility.

N,N′-ditosylhydrazine: A convenient reagent for facile synthesis of diazoacetates

A novel entry to the synthesis of diazoacetates is disclosed. A variety of diazoacetates were synthesized from the corresponding bromoacetates by treatment with N,N′-ditosylhydrazine in moderate to high yields. Ease of operation with the stable crystalline reagent as well as a short reaction time offer a useful alternative to the conventional methods.

Efficient syntheses of four stable-isotope labeled (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylates

Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo- and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S,2S)-2- phenylcyclopropanecarboxylates (the 1-d-3-13C, 1,(3S)-d2, 1,2,(3S)-d3, and 1,3,3-d3 isotopomers) of better than 99% ee have been realized. The Royal Society of Chemistry 2006.

Asymmetric synthesis of multifunctionalized pyrrolines by a ruthenium porphyrin-catalyzed three-component coupling reaction

(Chemical Equation Presented) Chiral multifunctionalized pyrrolines have been synthesized by a ruthenium porphyrin catalyzed three-component coupling reaction. In a one-pot reaction, ruthenium porphyrins catalyzed in situ generation of chiral azomethine ylides from chiral diazo esters and imines. Asymmetric 1,3-dipolar cycloaddition reactions of the chiral azomethine ylides with dipolarophiles afforded the corresponding pyrrolines in good yields and high diastereoselectivity (up to 92% de).

Semicorrin Metal Complexes as Enantioselective Catalysts. Part 2. Enantioselective Cyclopropane Formation from Olefins with Diazo Compounds Catalyzed by Chiral (Semicorrinato)copper Complexes)

Copper complexes of chiral, C2-symmetric semicorrin ligands were found to be efficient catalysts for the cyclopropane formation from olefins with diazo compounds.In the presence of 1 mol-percent of catalyst, alkyl diazoacetates reacted smoothly with termi

Asymmetric synthesis of alkyl chrysanthemate

A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula: wherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(