Highly diastereoselective and enantioselective addition of organometallic reagents to a chiral C2-symmetrical bisimine

被引：32

作者：

Sun, XX

Wan, SJ

Sun, SJ

Zhu, J

Deng, JG ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China

[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China

来源：

SYNLETT | 2005年 / 18期

关键词：

chiral 1,2-diamine; chiral bisimine; asymmetric addition; organometallic reagents; asymmetric allylation;

D O I：

10.1055/s-2005-918927

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and straightforward method has been developed for the preparation of enantiomerically enriched C-2-symmetrical vicinal diamines via the addition of organometallic reagents to a chiral bisimine, which gives access to a variety of optically pure aromatic and aliphatic C-2-symmetrical vicinal diamines in high yields. The 'Cram-Davis' open transition state model is proposed to rationalize the observed stereoselectivities for the addition of organolithium reagents to the bisimine.

引用

页码：2776 / 2780

页数：5

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