Synthesis of chiral primary 1-ferrocenylalkylamines via highly diastereoselective addition of organolithium compounds to ferrocenecarboxaldehyde imine derived from (S)-2-methoxy-1-phenylethylamine

被引：30

作者：

Fukuda, T ^{[1
]}

Takehara, A ^{[1
]}

Haniu, N ^{[1
]}

Iwao, M ^{[1
]}

机构：

[1] Nagasaki Univ, Fac Engn, Dept Appl Chem, Nagasaki 8528521, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 20期

关键词：

D O I：

10.1016/S0957-4166(00)00398-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The imine 3 derived from ferrocenecarboxaldehyde 1 and (S)-2-methoxy-1-phenylethylamine 2 was reacted with several organolithium compounds to give 1,2-addition products 4 in good yields with excellent diastereoselectivities (>98% de). The adducts 4 were readily converted to the corresponding primary 1-ferrocenylalkylamines 5 by hydrogenolysis or stereoretentive substitutions without racemization. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4083 / 4091

页数：9

共 31 条

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