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1.
We demonstrate that copper diisobutyl-t-butoxyaluminum hydride, readily prepared from lithium diisobutyl-t-butoxyaluminum hydride and CuI, effectively and chemoselectively reduces tertiary amides over esters at ambient temperature, affording the corresponding aldehydes in excellent yields. 相似文献
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Summary Some aliphatic and aromatic carboxylic esters were reduced to the corresponding aldehydes in high yield with diisobutylaluminum hydride at low temperature (–70°). 相似文献
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《Tetrahedron letters》1988,29(33):4057-4060
Lithium diisopropylamide reduces aldehydes to the corresponding alcohols and also 0forms adducts with aldehydes. Both processes can compete with enolization. 相似文献
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Using NH4 I as the supporting electrolyte as well as the precursor of an I2 promoter and nitrogen source, a highly efficient electrochemical route was developed to convert aldehydes to nitriles with excellent yields under mild reaction conditions. This electrochemical process could effectively avoid the direct use of NH3 gas, molecular iodine, and oxidants. 相似文献
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《Tetrahedron letters》1987,28(28):3235-3236
A new method for the conversion of aldehydes to methyl esters using pyridinium dichromate and methanol in DMF is described. 相似文献
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In the presence of a Ni(0)/NHC catalyst, an equimolar mixture of aliphatic and aryl aldehydes can be employed to selectively yield a single cross-coupled ester. This reaction can be applied to a variety of aliphatic (1°, 2°, cyc-2°, and 3°) and aryl aldehyde combinations. The reaction represents 100% atom efficiency and generates no waste. Mechanistic studies have revealed that the striking feature of the reaction is the simultaneous coordination of two aldehydes to Ni(0). 相似文献
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S. Huwyler 《Microchemical Journal》1976,21(2):135-139
The lithium aluminum hydride reduction of 1 ng of the aldehyde, decanal and of the ketone, 2-decanone is described. The method should be applicable to further classes of compounds amenable to reduction by complex hydrides. 相似文献
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Morpholine amide intermediates, which are easily prepared by aminolysis of various esters with diisobutyl(morpholino)aluminum, react with organolithium and reducing agents (DIBALH or LDBMA) without isolation of the aminolysis intermediates to give ketones in 83–95% yields and aldehydes quantitatively. 相似文献
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Alison Hart Sarah A. Kelley Tyler Harless John A. Hood Michael Tagert Julie A. Pigza 《Tetrahedron letters》2017,58(31):3024-3027
We report an efficient two step process for the reduction of non-aromatic esters to the corresponding ethers via the intermediate TMS-protected acetal. The acetal formed after the first step can be carried on directly to the subsequent reduction to the ether without purification. The ester reduction step was monitored using in-situ ReactIR for disappearance of the CO peak, allowing for the exact determination of time and equivalents of the reducing agent. Furthermore, use of TMS-imidazole to form the acetal has allowed us to dramatically reduce the overall reaction time required for the two step procedure. 相似文献
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I. Victor Paul Raj 《Tetrahedron letters》2005,46(48):8303-8306
Aromatic aldehydes with electron-withdrawing groups undergo rapid reactions with a variety of alcohols and secondary amines to afford the corresponding esters and amides, respectively, in high yields, when treated with NaCN or acetone cyanohydrin and base under ambient reaction conditions. In case of α,β-unsaturated aldehydes, simultaneous reduction of the CC bond along with esterification occurred to produce the saturated esters in high yields. 相似文献
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Wu XF 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(29):8912-8915
Go green: A general and efficient zinc-catalyzed oxidation of benzyl alcohols has been developed. In the presence of a zinc catalyst, various aldehydes and esters have been prepared in good to excellent yields under mild conditions (see scheme). 相似文献
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R.P. Volante 《Tetrahedron letters》1981,22(33):3119-3122
Various alcohols were converted to their corresponding thiolacetates by treatment with triphenylphosphine and diisopropyl azodicarboxylate in the presence of thiolacetic acid. The overall conversion was both highly efficient (89–99% yields) and stereoselective (99.5% inversion). 相似文献
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Sugie A Somete T Kanie K Muramatsu A Mori A 《Chemical communications (Cambridge, England)》2008,(33):3882-3884
The reaction of HAuCl(4).4H(2)O and n-C(12)H(25)SH with 1 equiv. of Et(3)SiH in an organic solvent affords spherical gold nanoparticles (AuNPs) with narrow dispersity. 相似文献
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H.M. Sampath Kumar M. Shesha RaoSipak Joyasawal J.S. Yadav 《Tetrahedron letters》2003,44(22):4287-4289
α,β-Unsaturated esters are formed in good yields when aldehydes are heated with orthoacetates in the presence of a catalytic amount of phenol. 相似文献
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[reaction: see text] Anti alpha-amino-homopropargylic alcohols are prepared by addition of metallated propargylic amines to aldehydes. Among the four organometallic (LI, Zn, Ti, Cu) derivatives used, the most effective are the copper reagents. 相似文献
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Nader Ghaffari Khaligh 《Comptes Rendus Chimie》2013,16(8):721-727
The unstable sodium borohydride is stabilized on modified poly(4-vinylpyridinium), and it is used as an efficient and regenerable polymer-supported borohydride reagent for the reduction of a variety of carbonyl compounds, such as aldehydes, ketones, α,β-unsaturated carbonyl compounds, α-diketones and acyloins, in good to excellent yields. 相似文献