89869-03-4Relevant articles and documents
An extremely facile synthesis of furans, pyrroles, and thiophenes by the dehydrative cyclization of propargyl alcohols
Aponick, Aaron,Li, Chuan-Ying,Malinge, Jeremy,Marques, Emerson Finco
supporting information; experimental part, p. 4624 - 4627 (2009/12/09)
Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargyllc alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles In minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.
Tishchenko reactions of aldehydes promoted by diisobutylaluminum hydride and its application to the macrocyclic lactone formation
Hon, Yung-Son,Wong, Ying-Chieh,Chang, Chun-Ping,Hsieh, Cheng-Han
, p. 11325 - 11340 (2008/03/12)
Aliphatic aldehydes react with catalytic amount of Dibal-H in n-pentane to give the corresponding Tishchenko products in good to excellent yields. On contrary, α-silyloxy aldehydes give α-silyloxy ketones via Oppenauer oxidation under similar condition. Tishchenko reaction of ω-alkene aldehydes followed by RCM and hydrogenation affords a convenient method to prepare the 11-37 membered macrocyclic lactones.
Stereochemical aspects of the asymmetric synthesis of chiral α,β-dihydroxy phosphonates. Synthesis of α,β-dihydroxy phosphonic acids
Bongini, Alessandro,Camerini, Roberto,Panunzio, Mauro,Bandini, Elisa,Martelli, Giorgio,Spunta, Giuseppe
, p. 3485 - 3504 (2007/10/03)
Stereocontrol in the asymmetric phosphonylation of aldehydes via organophosphorous esters has been obtained starting from chiral aldehydes. The nature of the O-protecting group is crucial to obtain, in terms of diastereoselectivity and chemical yields, th
Reduction of α-Trialkylsiloxy Nitriles with Diisobutylaluminium Hydride (DIBAH): A Facile Preparation of α-Trialkylsiloxy Aldehydes and their Derivatives
Hayashi, Masahiko,Yoshiga, Tomoko,Nakatani, Kanako,Ono, Kazuyuki,Oguni, Nobuki
, p. 2821 - 2830 (2007/10/02)
The stepwise synthesis of α-trimethylsiloxy aldehydes and α-hydroxy aldehydes could be achieved via the reduction of α-trimethylsiloxy nitriles with diisobutylaluminium hydride (DIBAH) starting from a variety of ketones.The facile synthesis of optically active α-tert-butyldimethylsiloxy aldehydes was attained by combination of asymmetric silylcyanation of aldehydes and DIBAH reduction of optically active α-siloxy nitriles.Furthermore, in the reduction of some α-tert-butyldimethylsiloxy-β,γ-unsaturated nitriles, migration of the double bond took place to form more stable α-siloxy-α,β-unsaturated aldehydes under some reaction conditions.