5048-34-0Relevant academic research and scientific papers
SYNTHESIS OF STRAIGHT-CHAIN LEPIDOPTERAN PHEROMONES THROUGH ONE- OR TWO- CARBON HOMOLOGATION OF FATTY ALKENES
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Paragraph 0153, (2020/02/14)
Methods for the preparation of alkenes including insect pheromones are described. The methods include homologation reactions employing reagents such as 1,3-diesters, epoxides, cyanoacetates, and cyanide salts for elongation of starting materials and intermediates by one or two carbon atoms. The alkenes include insect pheromones useful in a number of agricultural applications.
Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source
An, Xiao-De,Yu, Shouyun
supporting information, p. 5064 - 5067 (2015/11/03)
The direct synthesis of nitriles from commercially available or easily prepared aldehydes has been achieved. O-(4-CF3-benzoyl)-hydroxylamine (CF3-BHA) was utilized as the nitrogen source to generate O-acyl oximes in situ with aldehydes, which can be converted to a nitrile with the assistance of a Bronsted acid. Several aliphatic, aromatic, and α,β-unsaturated nitriles that contain different functional groups were prepared in high yields (up to 94% yield). This method has notable advantages, such as simple and mild conditions, high yields, and good functional group tolerance.
Monoenomycin: A simplified trienomycin A analogue that manifests anticancer activity
Brandt, Gary E. L.,Blagg, Brian S. J.
supporting information; experimental part, p. 735 - 740 (2011/12/02)
Macrocyclic natural products are a powerful class of leadlike chemical entities. Despite commonly violating Lipinski's "rule of 5", these compounds often demonstrate superior druglike physicochemical and pharmacokinetic attributes when compared to their acyclic counterparts. However, the elaborate structural architectures of such molecules require rigorous synthetic investigation that complicates analogue development and their application to drug discovery programs. To circumvent these limitations, a conformation-based approach using limited structure-activity relationships and molecular modeling was implemented to design simplified analogues of trienomycin A, in which the corresponding analogues could be prepared in a succinct manner to rapidly identify essential structural components necessary for biological activity. Trienomycin A is a member of the ansamycin family of natural products that possesses potent anticancer activity. These studies revealed a novel trienomycin A analogue, monoenomycin, which manifests potent anticancer activity.
Microwave-assisted cross-metathesis of unsaturated thiocyanates: Application to the synthesis of thiocyanatins A and B and analogues
Cros, Fanny,Pelotier, Beatrice,Piva, Olivier
experimental part, p. 233 - 238 (2010/03/05)
The syntheses of thiocyanatin B and related dithiocyanates have been carried out by cross metathesis of unsaturated thiocyanates promoted by a ruthenium catalyst. The efficiency of the reaction depends strongly on the nature of the catalyst, the length of
Scope of the chromium(II)-mediated synthesis of E-alkenylstannanes from aldehydes and Bu3SnCHBr2
Hodgson, David M.,Boulton, Lee T.,Maw, Graham N.
, p. 3713 - 3724 (2007/10/02)
The synthesis of E-alkenylstannanes from aldehydes and a mixture of Bu3SnCHBr2, LiI and CrCl2 is described. A mechanism is proposed to account for the alkene geometry in chromium(II)-mediated alkene synthesis which involves stereoselective addition by a gem-dichromium reagent to an aldehyde followed by a stereospecific elimination step.
Chemoselectivity in the Chromium(II)-Mediated Synthesis of E-Alkenylstannanes from Aldehydes and Bu3SnCHBr2
Hodgson, David M.,Boulton, Lee T.,Maw, Graham N.
, p. 2231 - 2234 (2007/10/02)
The synthesis of functionalised E-alkenylstannanes from aldehydes and a mixture of Bu3SnCHBr2, LiI and CrCl2 is described.
Novel Double Functional Group Transformation: 'One-flask' Conversion of 1-Nitrocycloalkenes to Terminally Unsaturated Nitriles
Tso, Hsi-Hwa,Gilbert, Bryant A.,Hwu, Jih Ru
, p. 669 - 670 (2007/10/02)
A new method has been developed for the conversion of 1-nitrocycloalkenes to terminally unsaturated nitriles in one flask by use of Me3SiCH2MgCl (1.8 equiv.) and PCl3 (2.5 equiv.) in tetrahydrofuran.
Chemistry of 1,3,5-Tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene, a β-Tricarbonyl Trianion Equivalent
Chan, T. H.,Stoessel, D.
, p. 2423 - 2428 (2007/10/02)
The title compound has been synthesized and its chemistry studied.Condensation with orthoesters, acid chlorides, or imidazolides gave aromatic compounds in a 5C + 1C condensation.A formal synthesis of lasiodiplodin has been completed.
Measurement of Absolute Rates of Radical Additions to Alkenes by the "Mercury Method"
Giese, Bernd,Kretzschmar, Gerhard
, p. 3160 - 3164 (2007/10/02)
Using the 5-hexenyl radical (2) as "radical clock" the rates of radical additions to methyl acrylate (5a) and acrylonitril (5b) are measured by the "mercury method" (Table 1).Alkyl radicals are trapped by the alkylmercury hydride 1 with rate constants of at least 107 l*mol-1*s-1.
