Enantioselective addition of diethylzinc to aldehydes using 1,4-aminoalcohols as chiral ligands

被引:30
作者
Scarpi, D [1 ]
Lo Galbo, F [1 ]
Occhiato, EG [1 ]
Guarna, A [1 ]
机构
[1] Univ Florence, Dipartimento Chim Organ U Schiff, I-50019 Sesto Fiorentino, Italy
关键词
D O I
10.1016/j.tetasy.2004.03.004
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Conformationally constrained, optically active 1,4-aminoalcohols have been used Lis chiral ligands in the addition of diethylzinc to aromatic aldehydes. The enantioselectivity was strongly influenced by the N-alkyl group: the best results were achieved with N-ethyl- and N-benzyl-aminoalcohols (ees up to 95% and 81%, respectively). One example of addition to an aliphatic aldehyde is also reported (best ee 61%). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1319 / 1324
页数:6
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