Murahashi Shun-Ichi, Imada Yasushi, Kawakami Toru, Harada Kazuhito, Yonemushi Yoshiharu, Tomita Naomi
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan.
J Am Chem Soc. 2002 Mar 27;124(12):2888-9. doi: 10.1021/ja0176649.
A chiral titanium complex, Ti(O-i-Pr)(4)/BINOL/tert-butylcatechol, catalyzes enantioselective addition reaction of ketene silyl acetals to nitrones to give optically active beta-amino acid derivatives which are biologically active compounds and useful synthetic intermediates of natural products and pharmaceuticals such as beta-lactam antibiotics. The combined process of catalytic oxidation of secondary amines and enantioselective carbon-carbon bond formation of nitrones thus obtained with ketene silyl acetals provides a useful two-step method for the synthesis of optically active beta-amino acid derivatives and related nitrogen compounds.
一种手性钛配合物Ti(O-i-Pr)(4)/BINOL/叔丁基邻苯二酚，催化烯酮硅基缩醛与硝酮的对映选择性加成反应，生成光学活性的β-氨基酸衍生物，这些衍生物是生物活性化合物，也是天然产物和药物（如β-内酰胺抗生素）的有用合成中间体。仲胺的催化氧化与由此得到的硝酮与烯酮硅基缩醛的对映选择性碳-碳键形成的联合过程，为合成光学活性β-氨基酸衍生物及相关含氮化合物提供了一种有用的两步法。
