20006-85-3

Usage

InChI:InChI=1/C8H12O2/c1-10-8(9)6-7-4-2-3-5-7/h2,4,7H,3,5-6H2,1H3

Upstream product

• 67-56-1 methanol 
• 13668-61-6 (cyclopent-2-eneyl)acetic acid 
• 13395-34-1 (3-(methoxycarbonyl)propyl)triphenylphosphonium bromide 
• 123-38-6 propionaldehyde 
• 142-29-0 cyclopentene 
• 20657-21-0 3-acetoxycyclopent-1-ene 
• 77-78-1 dimethyl sulfate 
• 88444-66-0 propanedioic acid, 2-cyclopenten-1-yl-dimethyl ester 

Downstream Products

• 13668-61-6 (cyclopent-2-eneyl)acetic acid 
• 90645-64-0 (1-cyclopent-2-enyl)-2-methylpropan-2-ol 
• 514213-30-0 3-(2-(benzyloxy)ethyl)-2-hydroxycyclopent-2-en-1-one 
• 514213-29-7 benzyl 2-(cyclopent-2-en-1-yl)ethyl ether 
• 587875-10-3 1,5-dihydroxy-2-oxabicyclo[3.3.0]octane-8-one 

Relevant academic research and scientific papers

Bidentate auxiliary-directed alkenyl C-H allylation: Via exo-palladacycles: Synthesis of branched 1,4-dienes

An alkenyl C-H allylation by an exo-palladacycle intermediate is demonstrated, employing unactivated (Z)-Alkenes and allyl carbonates. With the use of an 8-Aminoquinoline (AQ) derived amide as the directing group, the N,N-bidentate-chelation-Assisted C-H activation protocol proceeded under mild and oxidant-free conditions with excellent selectivity. The utility of this approach is demonstrated by the preparative scale, selective conversion of inseparable Z/E alkenes and ready removal of the amide auxiliary to provide the corresponding ester.

Synthetic studies toward isoschizogamine: Construction of pentacyclic core structure

Development of a concise construction of the pentacyclic core skeleton of isoschizogamine was described. Tetracyclic A,B,D,F-rings structure was assembled by intramolecular aza-Diels–Alder reaction via an ortho-iminoquinone methide intermediate. The C-ring was formed by oxidation of the benzylic position with a combination of Cr(CO)6 and t-BuOOH, followed by the introduction of an aminoethyl side chain, C–H oxidation of the lactam ring with CrO3 and n-Bu4NI, and final cyclization to construct the cyclic aminal moiety.

Growth factor receptor inhibitors and use thereof

Belonging to the chemical pharmaceutical field, the invention in particular relates to a compound shown as formula I or its pharmaceutically acceptable salt, isomer, solvate, crystal or prodrug, and pharmaceutical compositions containing the compounds, and application of the compounds or compositions in drug preparation. The compound has good growth factor receptor inhibitory activity, and can effectively reduce the incidence of tumors and prolong the life of tumor patients. (formula I).

Pd(0)-catalyzed oxy- and aminoalkynylation of olefins for the synthesis of tetrahydrofurans and pyrrolidines

The first Pd(0)-catalyzed intramolecular oxy- and aminoalkynylation of nonactivated olefins is reported. The reaction gives access to important tetrahydrofuran and pyrrolidine heterocycles with high diastereoselectivity. The unique synthetic potential of acetylenes is further exploited to access key building blocks for the synthesis of bioactive natural products.

Palladium-catalyzed carbonylative heck-type reactions of alkyl iodides

A palladium-catalyzed carbonylative Heck-type cyclization of alkyl halides is described. Treatment of a range of primary and secondary alkyl iodides with catalytic palladium(0) under CO pressure forms a variety of synthetically versatile enone products. The reactivity described represents a rare example of a palladium-catalyzed Heck-type cyclization involving unactivated alkyl halides with β-hydrogens. Alkene substitution is well tolerated, and mono-and bicyclic carbocycles may be easily accessed.

Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 1: 3-Hydroxylation of 3-alkyl-1,2-cyclopentanediones

3-Alkyl-1,2-cyclopentanediones undergo asymmetric 3-hydroxylation with the Sharpless Ti-complex resulting in enantiomeric 3-hydroxy carbonyl compounds with ee up to 95% in yields of 22-40%.

Palladium(II)-catalyzed cyclization using molecular oxygen as reoxidant

A palladium(II)-catalyzed intramolecular allylic oxidations using, nitrogen and oxygen nucleophiles and molecular oxygen as reoxidant has been developed.