Stereoselective allyl amine synthesis via enantioselective addition of diethylzinc and sigmatropic rearrangement; Synthesis of lentiginosine

被引：33

作者：

Ichikawa, Y ^{[1
]}

Ito, T ^{[1
]}

Nishiyama, T ^{[1
]}

Isobe, M ^{[1
]}

机构：

[1] Nagoya Univ, Sch Bioagr Sci, Organ Chem Lab, Nagoya, Aichi 4648601, Japan

来源：

SYNLETT | 2003年 / 07期

关键词：

stereoselective; asymmetric synthesis; amines; rearrangements; natural products;

D O I：

10.1055/s-2003-39314

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic method for the preparation of allyl amine derivatives has been developed. The key steps of this method are enantioselective addition of diethylzinc (Soai protocol) and allyl cyanate-to-isocyanate rearrangement. Successful application of this procedure realized the synthesis of lentiginosine (6).

引用

页码：1034 / 1036

页数：3

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