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Stork-Danheiser alkylation

Stork-Danheiser alkylation (5, 403-404). An example of this useful kinetic alkylation of 3-alkoxy-2-cyclohexenoncs to give 6-alkyl derivatives has been submitted to Organic Synthesis,9... [Pg.243]

Stork-Danheiser alkylation, 243 Styrene, 241 Styrenes, 52 Sulfilimines, 166 Sulfimides, 60 Sulflnes, 320... [Pg.266]

The ethyl ether of 1 was obtained by reaction of 1 with ethanol in boiling benzene in the presence of p-toluonesulfonic acid. A Stork-Danheiser alkylation of which with lithium diispropylamide and methyl iodide and then with ethyl bromoacetate gave 93. Reduction of 93 with... [Pg.15]

The Danheiser annulation, in its classic form, is the Lewis acid-catalyzed reaction of an a,yff-unsaturated ketone 1 with a trimethylsilylallene 2 to form a silyl cyclopentene 3. More broadly, the Danheiser annulation ecompasses reactions of silylallenes 4 with electrophilic double bonds to form cyclic products 5, usually under Lewis acid catalysis. The Danheiser annulation should not be confused with other annulation processes developed by Danheiser, such as Danheiser s aromatic annulation and the Stork-Danheiser alkylation. ... [Pg.72]

Andrew S. Kende and Pawel Fludzinski 68 THE STORK-DANHEISER KINETIC ALKYLATION PROCEDURE. SYNTHESIS OF 3-ETH0XY-6-METHYL-2-CYCL0HEXEN-1-0NE... [Pg.226]

Stork and Danheiser have developed a highly useful procedure for the synthesis of 4-alkylcyclohex-2-enones, which involves a -alkylations of cross-conjugated lithium dienolates of 3-alkoxycyclohex-2-enones, followed by metal hydride reduction of the carbonyl group and hydrolysis (Scheme 30). Numerous applications of this procedure have been reported.Two different alkyl groups may be introduced at the 6-position of a cyclohex-2-enone derivative without difficulty. While dialkylation is generally not a problem in alkylations of cross-conjugated dienolates of cyclohex-2-enones, it was observed when relatively acidic 3-chlorocyclohex-2-enones were employed. ... [Pg.21]

Stork, G. Danheiser, R. L. Regiospecific Alkylation of Cyclic j3-Diketone Enol Ethers. General Synthesis of 4-Alkylcyclohexenones /. Or. Chem. 1973, 38, 1775-1776. [Pg.329]

For regiospecific alkylation of kinetic enolates of cyclic /3-diketone enol ethers, see G. Stork and R. L. Danheiser, J. Org. Chem., 38, 1775 (1973). [Pg.287]

See other pages where Stork-Danheiser alkylation is mentioned: [Pg.195]    [Pg.590]    [Pg.195]    [Pg.590]    [Pg.68]    [Pg.35]    [Pg.126]    [Pg.265]    [Pg.98]    [Pg.194]    [Pg.187]    [Pg.187]    [Pg.187]   
See also in sourсe #XX -- [ Pg.243 ]

See also in sourсe #XX -- [ Pg.72 ]



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