Trityl Perchlorate Research Articles

A Facile Synthesis of 1,5-Dienes and β,γ-Unsaturated Nitriles via Trityl Perchlorate-Catalyzed Allylation

Abstract In the presence of a catalytic amount of trityl perchlorate, secondary and tertiary allyl ethers smoothly react with allylsilanes and silyl cyanide to give the corresponding 1,5-dienes and β,γ-unsaturated nitriles, respectively, in good yields.

ChemInform Abstract: A Convenient Method for the Hydrolysis of Diethylthioacetals Catalyzed by Trityl Perchlorate.

AbstractThe diethylthioacetals (I) are transformed into the parent carbonyl compounds (II), using trityl perchlorate as a catalyst.

ChemInform Abstract: On the Ambident Reactivity of 1,2‐Disubstituted Dihydro‐N‐heteroaromatic Systems. Part 10. Synthesis and Aromatization of Ferrocene‐Containing Hantzsch Esters.

AbstractThe reaction of the Hantzsch esters (I) and (IV) and the N‐methyl derivative (VI) with trityl perchlorate gives the ferricinium salts (III), (V), and (VII).

ChemInform Abstract: A Facile Method for the Oxidation of Aldehydes to Carboxylic Acids via Acetal-Type Diperoxides.

In the presence of a catalytic amount of trityl perchlorate, aldehydes smoothly react with t-butyl trimethylsilyl peroxide to give the acetal-type diperoxides in good yields. Treatment of these diperoxides with piperidine at 90 °C or the aqueous solution of CUSO4 and L-ascorbic acid at room temperature gave the corresponding carboxylic acids in good yields.

A Conjugate Addition of Allylsilanes to α,β-Unsaturated Ketones Catalyzed by Trityl Perchlorate

Abstract A conjugate addition of allylsilanes to α,β-unsaturated ketones was effectively promoted by a catalytic amount of trityl perchlorate to give the corresponding Michael adducts in good yields.

The Tandem Michael-aldol Reaction Catalyzed by Trityl Perchlorate

The Tandem Michael-aldol Reaction Catalyzed by Trityl Perchlorate

ChemInform Abstract: The Stereoselective Michael Reaction between Silyl Enol Ethers and a,β‐Unsaturated Ketones by the Use of Trityl Perchlorate as a Catalyst.

AbstractThe α,β‐unsaturated ketones (I) and the silylenol ethers (II) react in the presence of trityl perchlorate yielding the condensation products (III) and (IV).

ChemInform Abstract: An Effective Activation of Allyl Methyl Ethers by a Catalytic Amount of Trityl Perchlorate in the Allylation of Silyl Enol Ethers.

AbstractThe methoxy allyl derivatives (I) react with the silylenol ethers (II) in the presence of trityl perchlorate to yield the isomeric adducts (III) and (IV).

ChemInform Abstract: Trityl Perchlorate Catalyzed Tandem Michael‐Aldol Reaction. A Facile Method for the Stereoselective Syntheses of γ‐Acyl Substituted δ‐Hydroxy Ketone Derivatives.

AbstractMit Tritylperchlorat als Katalysator gelingt in einer Eintopf‐Reaktion die Michael‐ Addition der Silylenolether (II) an die ungesättigten Ketone (I) zum Zwischenprodukt (III) und die sofort anschließende Aldol‐ Addition an die Aldehyde (IV), wobei mit ausgezeichneter Diastereoselektivität die anti‐Diastereomeren (V) erhalten werden.

The Double Michael Reaction of α,β-Unsaturated Ketones with Siloxydienes Catalyzed by Trityl Perchlorate Forming Six-Membered Ring Systems

Abstract In the presence of a catalytic amount of trityl perchlorate, the double Michael reaction of α,β-unsaturated ketones with siloxydienes smoothly proceeds to afford six-membered ring systems stereoselectively in good yields. Decalin derivatives are also obtained according to this procedure.

A Highly Stereoselective Synthesis of γ-Acyl-δ-lactones by the Trityl Perchlorate Catalyzed Tandem Michael-aldol Reaction

Abstract γ-Acyl-δ-lactones are prepared in high yields with high stereoselectivities by the trityl perchlorate catalyzed tandem Michael-aldol reaction between α,β-unsaturated ketones, ketene silyl acetals, and aldehydes.

Dual type of reactivity op 1,2-disubstituted dihydro-N-heteroaromatic systems. 11. Aromatization of N-sulfonyl-1,2-dihydroquinolines and isoquinolines containing an ?-indolyl or pyrrolyl substituent

When N-sulfonyl-1,2-dihydroquinolines and isoquinolines, containing an indolyl or pyrrolyl substituent at the α-position, react with trityl perchlorate, this substituent is split off, and N-sulfonyl quinolinium and isoquinolinium cations and tritylindole or tritylpyrrole are formed. A similar reaction with 2,2,6,6-tetramethyl-1-oxopiperidinium perchlorate proceeds with splitting of hydrogen or retention of the α-substituent, which leads to the corresponding α-substituted N-sulfonylquinolinium and isoquinolinium cations.

A Convenient Method for the Hydrolysis of Diethylthioacetals Catalyzed by Trityl Perchlorate

Abstract Treatment of diethylthioacetals with two equivalents of trityl methyl ether in the presence of a catalytic amount of trityl perchlorate, and successive quenching with aqueous sodium hydrogencarbonate gave parent carbonyl compounds, hydrolyzed products, in high yields under mild conditions. According to this method, it is also possible to hydrolyze diethylthioacetals selectively even when another thioacetal, such as 1,3-dithiane, coexisted in the same molecule.

A Facile Method for the Oxidation of Aldehydes to Carboxylic Acids via Acetal-type Diperoxides

Abstract In the presence of a catalytic amount of trityl perchlorate, aldehydes smoothly react with t-butyl trimethylsilyl peroxide to give the acetal-type diperoxides in good yields. Treatment of these diperoxides with piperidine at 90 °C or the aqueous solution of CUSO4 and L-ascorbic acid at room temperature gave the corresponding carboxylic acids in good yields.

A Stereocontrolled Synthesis of 2,3,5-Trisubstituted Tetrahydrofurans from Aldolized γ-Diketones via Cyclization-reduction Process

Abstract 2,3,5-Trisubstituted tetrahydrofurans with cis-2,5 relationship are obtained in good yields by cyclization of the silyl ethers of aldolized γ-diketones followed by successive stereocontrolled reduction with triethylsilane in the presence of trityl perchlorate as a catalyst.

AN EFFECTIVE ACTIVATION OF ALLYL METHYL ETHERS BY A CATALYTIC AMOUNT OF TRITYL PERCHLORATE IN THE ALLYLATION OF SILYL ENOL ETHERS

Abstract In the presence of a catalytic amount of trityl perchlorate, secondary and tertiary allyl methyl ethers smoothly react with silyl enol ethers to afford the corresponding γ,δ-unsaturated carbonyl compounds in good yields. By the combination of this reaction with the trityl perchlorate catalyzed allylation of acetals γ,δ-unsaturated ketones are synthesized from α,β-unsaturated acetals by a one-pot procedure.

THE STEREOSELECTIVE MICHAEL REACTION BETWEEN SILYL ENOL ETHERS AND α,β-UNSATURATED KETONES BY THE USE OF TRITYL PERCHLORATE AS A CATALYST

Abstract The Michael adducts are obtained with good to excellent ul selectivity by treating silyl enol ethers with α,β-unsaturated ketones in the presence of a catalytic amount of trityl perchlorate.

ChemInform Abstract: Immobilized Catalyst Directed to Synthetic Control. Cross‐Aldol Reaction.

AbstractDas polymere Trityl‐perchlorat (I) katalysiert die Umsetzung der Silylenolether (II) bzw. (V) mit den Acetalen (III) bzw. Benzaldehyd (VI) zu den Aldol‐Produkten g (IV) bzw. (VII).

TRITYL PERCHLORATE CATALYZED TANDEM MICHAEL–ALDOL REACTION. A FACILE METHOD FOR THE STEREOSELECTIVE SYNTHESES OF γ-ACYL SUBSTITUTED δ-HYDROXY KETONE DERIVATIVES

Abstract In the presence of a catalytic amount of trityl perchlorate, the intermediate adducts, produced in situ by the conjugate addition of silyl enol ethers with α,β-unsaturated ketones, react with aldehydes to give the corresponding γ-acyl substituted δ-hydroxy ketone derivatives stereoselectively in high yields. The ketones thus obtained are easily converted to tetrahydropyran derivatives.

ChemInform Abstract: A Facile Synthesis of Homoallyl Ethers. The Reaction of Acetals with Allyltrimethylsilanes Promoted by Trityl Perchlorate or Diphenylboryl Triflate.

In the presence of a catalytic amount of trityl perchlorate or diphenylboryl triflate, acetals react smoothly with allyltrimethylsilanes to give the corresponding homoallyl ethers in good yields wi...