专利号:WO-2008027740-B1 优先权日:2006-08-29 标题:Catalytic asymmetric synthesis of primary amines via borane reduction of oxime ethers using spiroborate esters 发明人:DE JESUS MELVIN; ORTIZ-MARCIALES MARGARITA; CORREA-RAMIREZ WILDELIZ; STEPANENKO VIATCHESLAV; HUANG XIAOGEN 权利人:INTELLECTUAL PROPERTY AND TECH; DE JESUS MELVIN; ORTIZ-MARCIALES MARGARITA; CORREA-RAMIREZ WILDELIZ; STEPANENKO VIATCHESLAV; HUANG XIAOGEN 摘要:Asymmetric reduction of arylalkyl and pyridylalkyl ketoxime ether with borane catalyzed by several chiral spiroborates derived from non-racemic 1,2-amino alcohols are presented. Complete conversion of oxime to primary amine is highly dependant of the catalyst, source and amount of borane and temperature. The conversion and enantioselectivity is determined by the benzylic substitution of the oxime. After optimization, a catalyst derived from diphenyl valinol could, successfully, afford primary amines with good yield and enantioselectivity up to 99% ee. Using the developed methodology, other related non-racemic primary pyridyl alkyl methanamines were also prepared in high chemical yield and excellent enantioselectivity.
专利号:WO-2018157617-A1 优先权日:2017-03-03 标 题 :Process method for synthesis of ketoxime
专利号:EP-2061748-A2 优先权日:2006-08-29 标题:Catalytic asymmetric synthesis of primary amines via borane reduction of oxime ethers using spiroborate esters
专利号:EP-2109614-A1 优先权日:2007-02-01 标 题:Enantioselective synthesis of 6-amino-7-hydroxy-4, 5, 6, 7-tetrahydro-imidazo [4, 5, 1-jk][1]-benzazepin-2 [1h]-one and zilpaterol
专利号:WO-2008027740-A3 优先权日:2006-08-29 标 题 :Catalytic asymmetric synthesis of primary amines via borane reduction of oxime ethers using spiroborate esters
专利号:WO-2008027740-A2 优先权日:2006-08-29 标题 :Catalytic asymmetric synthesis of primary amines via borane reduction of oxime ethers using spiroborate esters
参考文献:10.1007/s11756-021-00957-w 摘要:Husain F, Duraisamy S, Balakrishnan S, Ranjith S, Chidambaram P, Kumarasamy A. Phenotypic assessment of safety and probiotic potential of native isolates from marine fish Moolgarda seheli towards sustainable aquaculture. Biologia (Bratisl). 2022;77(3):775–90.