Synthesis of a novel chiral Schiff base of (R,R)-11,12-diamino-9,10-dihydro-9,10-ethanonanthracene and its application as ligand in Ti(IV) complex catalyzed asymmetric silylcyanation of aldehydes

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• 作者：Zebing Zeng ; Guofeng Zhao ; Peng Gao ; Hongying Tang ; Bo Chen ; Zhenghong Zhou ; Chuchi Tang
• 关键词：Chiral (salen)Ti(IV) complex ; Asymmetric silylcyanation ; Enantioselectivity ; Aldehydes
• 刊名：Catalysis Communications
• 出版年：2007
• 出版时间：October 2007
• 年：2007
• 卷：8
• 期：10
• 页码：1443-1446
• 全文大小：126 K

文摘

A novel chiral salen ligand (R,R)-2 was synthesized through the condensation of (R,R)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene and 3,5-di-tert-butylsalicylaldehyde. The (salen)Ti(IV) complex formed in situ upon the treatment of ligand 2 and Ti(OPr-i)₄ was proved to be an efficient catalyst for the asymmetric trimethylsilylcyanation of aldehydes. The corresponding cyanohydrins were obtained in high yields (75–97 % ) with moderate to good enantioselectivities (48–76 % ).