Ethoxyethyl Ether Research Articles

Gradient Poly(styrene-co-polyglycidol) Grafts via Silicon Surface-Initiated AGET ATRP

Gradient copolymer grafts of styrene and α-tert-butoxy-ω-vinylbenzyl-poly(glycidol ethoxyethyl ether) (PGLet), a precursor of α-tert-butoxy-ω-vinylbenzyl-polyglycidol macromonomer (PGL), were prepared on silicon wafers via a surface-initiated activator generated by electron transfer radical polymerization (AGET ATRP). Silicon plates with previously attached 2-bromoisobutyrate served as a macroinitiator for the AGET ATRP (activator generated by electron transfer) of styrene and PGLet. The copolymers' gradient P(S-co-PPGL) of composition and thickness was obtained by a simple method where the plates were slowly removed from reaction mixture using a step motor. PGLet was added continuously (dropwise) into the reactor during withdrawal of the plates from solution in order to increase the relative concentration of PGLet in polymerization mixture. A range of strategies of making grafts was tested. The plates with copolymers grafts were analyzed by various techniques, like XPS, ellipsometry, and FTIR spectroscopy. The results indicate that the AGET ATRP process is dependent on the styrene/PGLet macromonomer ratio in the polymerization mixture. Under optimal conditions, the addition of PGLet during polymerization and subsequent deprotection of hydroxyl groups of PGLet permit to obtain plates with a novel copolymer layer with composition, thickness, and wettability gradient. Plates with chemical composition of copolymer grafts gradient served as versatile supports with controlled hydrophilic/hydrophobic area and were suitable for tailored deposition of particles.

ChemInform Abstract: Iodocyclization of Ethoxyethyl Ethers to Ynamides: An Immediate Construction to Benzo[b]furans.

AbstractThe title reaction is completed within three seconds.

ChemInform Abstract: Divergent Synthesis of Bioactive Resorcinols Isolated from the Fruiting Bodies of Hericium erinaceum: Total Syntheses of Hericenones A, B, and I, Hericenols B—D, and Erinacerins A and B.

AbstractEight bioactive ingredients of the mushroom H.

Iodocyclization of ethoxyethyl ethers to ynamides: an immediate construction to benzo[b]furans.

The iodocyclization of ethoxyethyl ethers to ynamides was completed within three seconds. The corresponding benzo[b]furans were obtained in high yields (84%-quant.) under mild conditions.

Divergent synthesis of bioactive resorcinols isolated from the fruiting bodies of Hericium erinaceum: total syntheses of hericenones A, B, and I, hericenols B-D, and erinacerins A and B.

Total syntheses of 5'- and 7'-oxidized geranyl resorcylates isolated from the fruiting bodies of Hericium erinaceum and the submerged cultures of a Stereum species were achieved. Our synthesis features derivatization of a suitably functionalized 5'-oxidized geranyl phthalide as a common intermediate, which was obtained by Stille coupling between the phthalide core and the side chain, into a series of natural products by divergent functional group manipulations. The crucial C5'-oxygen functionality was installed at the initial stage by alkylation by an α-cyano ethoxyethyl ether. From a common synthetic intermediate, eight total syntheses including hericenones A, B, and I, hericenols B-D, and erinacerins A and B were achieved (hericenol B and erinacerin B were synthesized as racemates). The structure of hericenone B established in the isolation paper was unambiguously revised as the carbonyl regioisomer at the lactam moiety.

ChemInform Abstract: ipso‐Iodocyclization of Ethoxyethyl Ethers to Alkynes at the ortho‐Position: An Efficient Synthesis of Functionalized Spiro Compounds.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Ipso-Iodocyclization of Ethoxyethyl Ethers to Alkynes at the ortho-Position: An Efficient Synthesis of Functionalized Spiro Compounds

An efficient approach to the synthesis of azaspiro compounds having dissymmetric dienone cores was achieved by ipso-iodocyclization of ethoxyethyl ether to alkynes. When the linker was an ether or an ester, domino iodocyclizaion/Diels―Alder reaction proceeded to afford the dimer, which can be transformed into the bridgehead-spiro connection ring system by a domino retro-Diels―Alder/Diels―Alder process.

ChemInform Abstract: Iodocyclization of Ethoxyethyl Ethers to Alkynes: A Broadly Applicable Synthesis of 3‐Iodobenzo[b]furans.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Syntheses and odour descriptions of cyclopropanated compounds 3.1 Analogues of leaf alcohol, its esters and leaf acetal

AbstractAnalogues of leaf alcohol and related compounds, bearing a cyclopropane ring in place of the double bond, were synthesized and their odour characteristics were examined. cis‐(Ethylcyclopropyl)ethanol was prepared using the Simmons–Smith reaction with leaf alcohol. Ethoxyethyl ether and some alkyl and aryl esters were also prepared. Cyclopropanation of the double bond modified their original odour characteristic without losing the key green note. Copyright © 2002 John Wiley & Sons, Ltd.

Cleavage of the THP protecting group under Pd/C-catalyzed hydrogenation conditions

Alcohol and phenol THP or ethoxyethyl ether protecting groups may be cleaved in high yield under Pd/C-catalyzed hydrogenation conditions in EtOH, owing to the inadvertent presence of small quantities of HCl in the reaction mixture. MOM ethers are not cleaved under these conditions.

An asymmetric synthesis of a key intermediate to 1β-methylcarbapenem antibiotics

1β-Methylcarbapenem 3 has been enantiosclectively synthesized starting from ethoxyethyl ether 8 and methyl (R)-3-iodo-2-methylpropionate via the intramolecular 1,3-dipolar cycloaddition of nitrone 6, in which the requisite chiral centers were settled.

An asymmetric synthesis of a key intermediate to 1β-methylcarbapenem antibiotics

1β-Methylcarbapenem 3 has been enantiosclectively synthesized starting from ethoxyethyl ether 8 and methyl ( R)-3-iodo-2-methylpropionate via the intramolecular 1,3-dipolar cycloaddition of nitrone 6, in which the requisite chiral centers were settled.

An asymmetric synthesis of a key intermediate to 1β-methylcarbapenem antibiotics

1β-Methylcarbapenem 3 has been enantiosclectively synthesized starting from ethoxyethyl ether 8 and methyl (R)-3-iodo-2-methylpropionate via the intramolecular 1,3-dipolar cycloaddition of nitrone 6, in which the requisite chiral centers were settled.