Polymeric salen-Ti(IV) or V(V) complex catalyzed asymmetric synthesis of O-acetylcyanohydrins from KCN, Ac2O and aldehydes

被引:46
作者
Huang, W
Song, YM
Wang, J
Cao, GY
Zheng, Z [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100864, Peoples R China
基金
中国国家自然科学基金;
关键词
O-acetyl cyanohydrins; recyclable polymeric salen-Ti(IV) complexes; polymeric salen-V(V) complexes; potassium cyanide; alde-hyde; asymmetric cyanation;
D O I
10.1016/j.tet.2004.08.078
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Polymeric salen-Ti(IV) and V(V) complexes were employed in the enantioselective O-acetyl cyanation of aldehydes with potassium cyanide and acetic anhydride. The crosslinked polymeric salen-Ti(IV) catalyst exhibited good activities and enantioselectivities, up to 91 % ee with 99 % conversion was obtained at -20degreesC with 1 mol % of catalyst (based on bimetallic catalytic unit). Moreover, six consecutive recyclings with the easily recovered crosslinked polymeric catalyst showed no obvious decrease in either activity or enantioselectivity. Linear polymeric salen-V(V) catalyst showed good catalytic efficiency too, up to 94 % ee with 99 % conversion was obtained at -42degreesC with 5 mol % of catalyst. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10469 / 10477
页数:9
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