手性氮锰配合物实现烯烃的新型不对称和立体专一性氮杂环丙烷化反应
Novel Asymmetric and Stereospecific Aziridination of Alkenes with a Chiral Nitridomanganese Complex.
作者信息
Minakata Satoshi, Ando Takeya, Nishimura Masaaki, Ryu Ilhyong, Komatsu Mitsuo
机构信息
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7402.
出版信息
Angew Chem Int Ed Engl. 1998 Dec 31;37(24):3392-3394. doi: 10.1002/(SICI)1521-3773(19981231)37:24<3392::AID-ANIE3392>3.0.CO;2-G.
The addition of pyridine N-oxide is necessary to obtain high enantioselectivities in the asymmetric aziridination of styrene derivatives through transfer of a nitrogen atom from chiral, toluenesulfonic anhydride activated nitridomanganese complex 1 [Eq. (a)]. Remarkably, high stereospecificity was observed in all the aziridinations of trans- and cis-1,2-disubstituted alkenes. R =H, Me, nPr, iPr; R =H, Me; Ts=p-toluenesulfonyl.
通过将氮原子从手性甲苯磺酸酐活化的氮锰配合物1转移，在苯乙烯衍生物的不对称氮杂环丙烷化反应中，添加吡啶N-氧化物对于获得高对映选择性是必要的[方程式(a)]。值得注意的是，在反式和顺式1,2-二取代烯烃的所有氮杂环丙烷化反应中都观察到了高立体特异性。R = H、Me、nPr、iPr；R = H、Me；Ts = 对甲苯磺酰基。
Zotero 插件