54162-19-5

Basic information

• Product Name: 2,4-Cyclohexadien-1-carbonsaeure-methylester
• Synonyms: 2,4-Cyclohexadien-1-carbonsaeure-methylester
• CAS NO: 54162-19-5
• Molecular Weight: 138.166
• Mol File: 54162-19-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2,4-Cyclohexadien-1-carbonsaeure-methylester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Cyclohexadien-1-carbonsaeure-methylester(54162-19-5)
• EPA Substance Registry System: 2,4-Cyclohexadien-1-carbonsaeure-methylester(54162-19-5)

Safety Data

• Hazardous Substances Data: 54162-19-5(Hazardous Substances Data)

Upstream product

• 6493-77-2 methyl cyclohex-3-ene-1-carboxylate 
• 60729-55-7 cis-methyl 5-acetoxycyclohex-3-enecarboxylate 
• 21987-33-7 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid,methyl ester 
• 74502-21-9 (1S,2R)-3-Acetoxy-cyclohex-4-ene-1,2-dicarboxylic acid 1-methyl ester 
• 67-56-1 methanol 
• 75-44-5 phosgene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 97102-20-0 4-carbomethoxy-3,6-dibromocyclohexene 
• 100-51-6 benzyl alcohol 
• 144176-74-9 chloro(triphenylphosphine)[cis-5-carbomethoxy-(1,2,3-η)-cyclohexenyl]palladium(II) 
• 54911-89-6 cis-methyl 5-hydroxycyclohex-3-enecarboxylate 
• 54911-89-6 methyl trans-5-hydroxycyclohex-3-enecarboxylate 
• 79433-96-8 methyl 5-hydroxy-3-cyclohexenecarboxylate 
• 4720-83-6 6-oxabicyclo[3.2.1]oct-3-en-7-one 

Downstream Products

• 110511-81-4 1-[2-(2-Methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester 
• 109307-33-7 1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester 
• 50983-21-6 1,4-Cyclohexadien-1-carbonsaeure-methylester 
• 92490-01-2 1β,4β-Diacetoxy-5α-carbomethoxy-2-cyclohexene 
• 20065-92-3 1β,4β-Diacetoxy-5β-carbomethoxy-2-cyclohexene 
• 109333-90-6 2-Diazo-3-{1-[2-(5-methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienyl}-3-oxo-propionic acid tert-butyl ester 
• 109307-34-8 3-{1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienyl}-3-oxo-propionic acid tert-butyl ester 
• 154916-91-3 5-(Mesyloxymethyl)-1,3-cyclohexadien 
• 288395-81-3 (1R,2R,3S,4S,4aR,11bR)-1-benzyloxy-5-(4-methoxy-benzyl)-2,3,4-trihydroxy-7-methoxy-1,3,4,4a,5,11b-hexahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one 
• 288395-84-6 4-(1-Ethoxy-ethoxy)-benzo[1,3]dioxole-5-carboxylic acid [(1R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl]-(4-methoxy-benzyl)-amide 
• 288395-76-6 C₂₉H₃₇NO₇Si 
• 288395-79-9 C₃₀H₂₉NO₇ 
• 288395-80-2 (1R,2R,4aS,11bR)-1-Benzyloxy-2-hydroxy-7-methoxy-5-(4-methoxy-benzyl)-1,4a,5,11b-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one 
• 288395-73-3 4-Hydroxy-benzo[1,3]dioxole-5-carboxylic acid [(1R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl]-(4-methoxy-benzyl)-amide 

Relevant articles and documents

Palladium-catalyzed asymmetric synthesis of allylic fluorides

The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a mechanism in which C-F bond formation occurs by an SN2-type attack of fluoride on a Pd(II)-allyl intermediate is presented.

A mild and efficient method for the stereoselective formation of C-O bonds: Palladium-catalyzed allylic etherification using zinc(II) alkoxides

(equation presented) A highly chemo-and stereoselective palladium-catalyzed allylic etherification reaction is described. The use of zinc(II) alkoxides proved effective in promoting the addition of the oxygen nucleophile derived from aliphatic alcohols to η3-allylpalladium complexes. Using diethylzinc (0.5 equiv), 5 mol % of Pd(OAc)2, and 7.5 mol % of 2-di(tert-butyl)phosphinobiphenyl in THF, the cross-coupling reaction between various aliphatic alcohols and allylic acetates proceeded at ambient temperature to furnish allylic ethers with high stereoselectivity.

Total Synthesis of (+)-Narciclasine

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