4359-49-3Relevant academic research and scientific papers
Experimental and Theoretical Study of the Effectiveness and Stability of Gold(I) Catalysts Used in the Synthesis of Cyclic Acetals
Cordón, Jesús,López-De-Luzuriaga, José M.,Monge, Miguel
, p. 732 - 740 (2016/06/01)
Different [AuL]+ fragments (L = tertiary phosphines, ylides, or NHC carbene) have been tested under mild conditions as suitable catalysts for the transformation of terminal or internal alkynes into the corresponding cyclic acetals upon reaction
Regioselective transformation of alkynes into cyclic acetals and thioacetals with a gold(I) catalyst: comparison with Br?nsted acid catalysts
Santos, Laura L.,Ruiz, Violeta R.,Sabater, Maria J.,Corma, Avelino
, p. 7902 - 7909 (2008/12/21)
Au(I) catalyzes the transformation of alkynes into cyclic acetals and thioacetals at much higher rate than Br?nsted acids. The reaction appears to be general for a range of alkynes and diols or dithiols, which are efficiently transformed with high selectivities. One of the salient features of this reaction process is the high reactivity of the enol ether or enol thioether intermediates, which undergo a rapid isomerization reaction to afford the cyclic acetals or thioacetals, so that isolation or subsequent activation processes are not required. This type of reactions allows us to synthesize a series of fragrances.
Synthesis and reactions of [(((η6)-2-acylaryl)-C,O) tetracarbonylmanganese]-tricarbonylchromium complexes: Enhancement of diastereoselection during cyclopentaannulation
Clark, George R.,Metzler, Michael R.,Whitaker, Giles,Woodgate, Paul D.
, p. 109 - 134 (2007/10/03)
Cyclomanganation reactions of [(η6)-acylaryl]tricarbonylchromium complexes have been investigated. Three novel heterobimetallic complexes have been synthesised in moderate to good yield, with one being characterised by X-ray crystallography. Several modes of activating these bimetallic complexes towards coupling reactions with substituted alkenes and alkynes were investigated, including oxidative decarbonylation at room temperature, and thermal promotion. The stereochemistry of one of the cyclopentaannulated adducts has been established by X-ray crystallography. Thermal displacement of one of the CO ligands of the bimetallic complex 27 in the presence of PPh3 afforded a single adduct, the structure of which was established by X-ray crystallography. The chemistry of this novel bimetallic system was investigated.
Aromatic Nitration under Neutral Conditions Using Nitrogen Dioxide and Ozone as the Nitrating Agent. Application to Aromatic Acetals and Acylal
Suzuki, Hitomi,Yonezawa, Shuji,Mori, Tadashi
, p. 1535 - 1544 (2007/10/03)
Cyclic acetals derived from aromatic carbonyl compounds can be nitrated smoothly with nitrogen dioxide in ice-cooled dichloromethane or acetonitrile in the presence of ozone and magnesium oxide to give ortho- and para-nitro derivatives as the major product in good combined yields, the acetal ring as a protective group remaining almost intact.An acylal derived from benzaldehyde similarly undergoes nitration on the aromatic ring to give an isomeric mixture of three nitro compounds, in which the ortho and meta isomers predominate, while aromatic orthoesters are rapidly decomposed to give simply the parent esters.Ring nitration under neutral conditions has been interpreted in terms of a nonclassical mechanism, in which nitrogen trioxide is involved as the initial electrophile.
