专利号:US-5827794-A 优先权日:1994-02-22 标 题 :Supported highly-polar liquid phase chiral sulfonated binap catalyst for asymmetric synthesis of optically active compounds 发明人:DAVIS MARK E; WAN KAM TO 权利人:CALIFORNIA INST OF TECHN 摘要:The present invention relates to water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and its use as organometallic catalysts for asymmetric synthesis of optically active compounds. Asymmetric reactions of the present invention include those reactions in which organometallic catalysts are commonly used. Such reactions include, but are not limited to, reduction and isomerization reactions on unsaturated substrates and carbon--carbon bond forming reactions. Examples of such reactions include, but are not limited to, hydrogenation, hydroboration, hydrosilylation, hydride reduction, hydroformylation, alkylation, allylic alkylation, arylation, alkenylation, epoxidation, hydrocyanation, disilylation, cyclization and isomerization reactions. n The catalysts of the present invention provide the advantage of functioning in the presence of water without loss in enantioselectivity relative to the nonsulfonated BINAP catalyst in an organic solvent. As a result, the catalysts of the present invention may be employed in water, water miscible solvents, in aqueous--organic two phase solvent systems and in supported aqueous phase catalysts in organic solvents without loss in enantioselectivity. Further, the catalysts of the present invention may also be effectively employed in highly polar solvents such as primary alcohols and ethylene glycol. n The present invention also relates to a method for conducting asymmetric reactions on prochiral unsaturated bonds contained within a compound using the water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl organometallic catalysts of the present invention.
专利号:US-4918222-A 优先权日:1984-07-27 标 题 :Process for synthesis of N-acetylglycine 发明人:LIN JIANG-JEN; KNIFTON JOHN F; YEAKEY ERNEST L 权利人:TEXACO INC 摘要:An N-acetylglycine is manufactured by reacting paraformaldehyde with an acetamide and carbon monoxide in the present of a cobalt-containing catalyst promoted by a sulfoxide or dinitride compounds. The presence of sulfoxide or dinitrile ligands are essential for the high yield synthesis of N-acetylglycine and good cobalt recovery.
专利号:US-4985567-A 优先权日:1988-03-07 标题:Chiral phosphinopyrrolidine compounds and their use for asymmetric synthesis of optically active compounds 发明人:ACHIWA KAZUO; TAKEDA HIDEO 权利人:KAZUO ACHIWA; FUJI YAKUHIN KOGYO KK 摘要:New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R 1 is hydrogen or --COA 1 , --COOA 2 , --CONHA 3 , --SO 2 A 4 or --PO(A 5 ) 2 , A 1 , A 2 , A 3 , A 4 and A 5 each represents independently alkyl or aryl, R 2 is phenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, and R 3 is phenyl, lower-alkylphenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, with the proviso that R 2 and R 3 may not simultaneously by phenyl, p-di(lower-alkyl)-aminophenyl or p-lower-alkoxyphenyl, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.
专利号:US-6380416-B2 优先权日:1997-06-13 标题:Asymmetric synthesis catalyzed by transition metal complexes with rigid chiral ligands 发明人:ZHANG XUMU 权利人:PENN STATE RES FOUND 摘要:This invention is to develop novel transition metal catalysts for the practical synthesis of important chiral molecules. The invention emphasizes asymmetric catalysis based on chiral bidentate phosphine ligands with cyclic ring structures which could be used to restrict conformational flexibility of the ligands and thus the efficiency of chiral transfer can be enhanced through the ligand rigidity.
专利号:US-7230135-B2 优先权日:2000-12-13 标 题 :Synthesis of P-chiral bisphospholane ligands and their transition metal complexes for use as asymmetric hydrogenation catalysts 发明人:HOGE II GARRETT STEWART; GOEL OM PRAKASH 权利人:WARNER LAMBERT CO 摘要:P-chiral bisphospholane ligands and methods for their preparation are described. Use of metal/P-chiral bisphospholane complexes to catalyze asymmetric transformation reactions to provide high enantiomeric excesses of formed compounds is also described.
专利号:US-6043396-A 优先权日:1997-06-18 标题:Preparation of optically active phospholanes, their metal complexes and use in asymmetric synthesis 发明人:STUERMER RAINER; BOERNER ARMIN; HOLZ JENS; VOSS GUDRUN 权利人:BASF AG 摘要:Phospholanes and diphospholanes of the formula I ##STR1## where: R 1 and R 2 are, independently of one another, C 1 -C 6 -alkyl, aryl, alkylaryl, n R 1 is also hydrogen, n A is either R 1 or ##STR2## B is a linker having 1-5 carbon atoms between the two phosphorus atoms, and their use as catalyst in asymmetric synthesis.
[参考文献]: Choong Eui Song, Et Al. Enantioselective Chemo- And Bio-Catalysis In Ionic Liquids. Chem Commun (Camb). 2004 May 7:(9):1033-43.
合成参考文献
摘要:Vedantham, P.; Jiménez, M.; Hanson, P. R., Science of Synthesis, (2007) 20, 286. 摘要:Li, W-R., Science of Synthesis, (2005) 21, 199. 摘要:Wolkenberg, S. E.; Garbaccio, R. M., Science of Synthesis, (2007) 20, 385. 摘要:Garbaccio, R. M.; Wolkenberg, S. E., Science of Synthesis, (2007) 20, 1159.