172277-05-3Relevant academic research and scientific papers
Copper-catalyzed double intramolecular ullmann coupling for the synthesis of diastereomerically and enantiomerically pure 4b,9b-dihydrobenzofuro[3,2-b]benzofurans
Imrich, Hans-Georg,Conrad, Jürgen,Beifuss, Uwe
, p. 7718 - 7734 (2015/12/31)
The copper-catalyzed double intramolecular Ullmann coupling of syn-1,2-bis(2-bromoaryl)ethane-1,2-diols with catalytic amounts of CuII oxinate as the copper source, K3PO4 as a base, and KI as a reductant in aqueous acetoni
Selective Pinacol Coupling on Regeneratable Supported Acids in Sole Water
Sotto, Nicolas,Billamboz, Muriel,Chevrin-Villette, Carole,Len, Christophe
, p. 6375 - 6380 (2015/06/30)
Efficient pinacol coupling was developed in sole water, using a reusable heterogeneous supported acid source and zinc as cheap available metal source. This medium can be easily regenerated up to 10-fold without loss of activity. Moreover, supported acids enhance the selectivity of the pinacol coupling reaction compared with homogeneous acids.
Novel synthesis of pinacols and sulfones promoted by Smi£ NiCl2 bimetallic system
Ye, Yuyuan,Zhou, Qizhong,Zheng, Renhua,Jiang, Huajiang,Chen, Rener,Zhang, Yongmin
experimental part, p. 331 - 334 (2012/05/04)
Smi£NiCl2 as a reductive system promoted reductive coupling of aryl adehydes and aryl ketone into pinacols in good yields and also promoted coupling reaction of aryl sulfonyl chlorides and active halides into sulfones in good yields.
Two aspects of the desymmetrization of selected prochiral aromatic or vinylic dihalides: enantioselective halogen-lithium exchange and prochiral recognition in chiral liquid crystals
Fan, Chun-An,Ferber, Benoit,Kagan, Henri B.,Lafon, Olivier,Lesot, Philippe
experimental part, p. 2666 - 2677 (2009/04/12)
Several classes of prochiral dihalides have been identified as potential candidates for asymmetric halogen-lithium exchange. Bis-aryl compounds 1 and 2, 2,3-dibromonorbornadiene 3, and 1,2-diiodoferrocene 4 were prepared and used as substrates in the asym
InCl3/Al mediated pinacol coupling reactions of aldehydes and?ketones in aqueous media
Wang, Chunyan,Pan, Yuanjiang,Wu, Anxin
, p. 429 - 434 (2007/10/03)
A systematic work on the homo-pinacol coupling reactions of benzophenones, aldehydes, and acetophenones in aqueous media with InCl3/Al is described for the first time, in which various 1,2-diols are obtained in moderate to good yields.
Vanadium-catalyzed pinacol coupling reaction in water
Xu, Xiaoliang,Hirao, Toshikazu
, p. 8594 - 8596 (2007/10/03)
A catalytic pinacol coupling using water as a solvent was performed by a catalytic amount of vanadium(III) chloride and metallic Al as a co-reductant. A combination forms a binary catalytic system, being a sharp contrast to the reaction in organic solvent, which requires a chlorosilane as an additive. Various aromatic aldehydes underwent the reductive coupling to give the corresponding 1,2-diols in moderate to good yields.
A novel method for pinacolic coupling of aromatic aldehydes and ketones with a Sm-ZnCl2 system
Guo, Hongyun,Zhang, Yongmin
, p. 284 - 286 (2007/10/03)
Sm-ZnCl2-system-mediated reductive coupling of aromatic aldehydes and ketones in THF-H2O at room temperature affords the corresponding pinacols in moderate to good yields.
Highly diastereoselective pinacol coupling of aldehydes catalyzed by titanium-schiff base complexes
Bandini, Marco,Cozzi, Pier Giorgio,Morganti, Stefano,Umani-Ronchi, Achille
, p. 1997 - 2000 (2007/10/03)
A new effective methodology for a highly diastereoselective pinacol coupling of aldehydes is described. The method employes 3 mol % of a complex prepared in situ from TiCl4(THF)2 and a Schiff base in acetonitrile. The catalytic cycle is realized with Me3SiCl and Mn as reducing agent. The dependence of the diastereoselectivity on the Schiff base used is reported.
Stereoselective pinacol coupling of planar chiral (benzaldehyde)Cr(Co)3, (benzaldimine)Cr(CO)3, ferrocenecarboxaldehyde and (dienal)Fe(CO)3 complexes with samarium diiodide
Taniguchi, Nobukazu,Uemura, Motokazu
, p. 12775 - 12788 (2007/10/03)
An intermolecular pinacol coupling of the Planar chiral tricarbonylchromium complexes of o-substituted benzaldehydes or benzaldimines with samarium(II) diiodide in THF produces exclusively threo 1.2-diols or 1,2-diamines in an optically pure form, while the corresponding racemic o- substituted benzaldehyde or benzaldimine chromium complexes give a mixture of threo and erythro pinacol coupling products in a various ratio depending upon the nature of o-substituent. Similarly, planar chiral 2-substituted ferrocenecarboxaldehydes and (dienal)Fe(CO)3 produce the corresponding 1.2- diols with high stereoselectivity. The generated transition metal-complexed ketyl radical intermediates are configurationally stable with restriction to a rotation about C(α)-C(ipso) bond.
