A new approach to enantioselective cyanation of imines with Et2AlCN

A new approach to enantioselective cyanation of imines with Et2AlCN
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DOI:
10.1016/j.tetasy.2004.03.040
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发表时间:
2004-05-10
影响因子:
--
通讯作者:
Toru, T
Toru, T
中科院分区:
其他
文献类型:
--
作者:
Nakamura, S;Sato, N;Toru, T

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研究了手性添加剂存在下亚胺与Et2AlCN的对映选择性streker型反应。对映体选择性的变化取决于亚胺基的取代基以及所使用的手性添加剂。因此,n -苄基苄基苯胺与乙二alcn和BINOL反应得到了收率高、抗选择性好的α -氨基腈。与过量的BINOL反应得到构型相反的氨基腈。(C) 2004年Elsevier Ltd.出版
An enantioselective Strecker-type reaction of imines with Et2AlCN in the presence of chiral additives has been examined. The enantioselectivity varied depending on the substituents of the imino group as well as the chiral additives used. Thus, alpha-aminonitriles were obtained in good yields with good en antioselectivities in the reaction of N-benzylidenebenzhydrylamine with Et2AlCN and BINOL. The reaction with excess BINOL gave the aminonitrile with reversed configuration. (C) 2004 Published by Elsevier Ltd.