Asymmetric Addition of Oragnozinc Reagentsto Nitrones Enantiomeric Enhancement by A RacemicProduct-like Additive
1.Introduction The development of efficient carbon-carbon bond formation by asymmetric nucleophilic addition to carbon-nitrogen double bond is quite important.Among the imine compounds,nitrone might be a promising candidate as the substrate because it possesses an electronegative oxygen,which can not only activate the carbon-nitrogen double bond but also coordinate to metals. The asymmetric addition of acetylide to nitrones is a useful method for the production of chiral propargylamines,which are versatile building blocks for preparation of the optically active nitrogen containing compounds and can also encounter as part of biologically active compounds.Although several diastereoselective methods for nucleophilic addition of zinc acetylides to nitrones were recently reported, the enatioselective methods were limited and are still regarded as one of the challenging problems especially in terms of availability of chiral auxiliaries.
asymmetric nucleophilic addition tartaric acid esters nitrone hydrozylamine enantiomeric enhancement
Weilin Wei Atsuko Konishi Yoshihira Hamamoto Masato Kobayashi Yutaka Ukaji Katsuhiko Inomata
Division of Material Sciences,Graduate School of Natural Science and Technology,Kanazawa University,Kakuma,Kanazawa,920-1192 Japan
国际会议
江苏镇江
英文
39-41
2008-10-15(万方平台首次上网日期,不代表论文的发表时间)