Asymmetric Synthesis of Chiral Diamines via a Low-Loading Ir-Catalyzed Umpolung Allylation of Imines

被引：0

作者：

Shi, Rong ^{[1
,2
,3
,4
,5
]}

Wang, Yingwei ^{[1
,2
,3
,4
,5
]}

Sun, Hongbao ^{[1
,2
,3
,4
,5
]}

Niu, Dawen ^{[1
,2
,3
,4
,5
]}

机构：

[1] Sichuan Univ, Sch Chem Engn, Dept Nucl Med, Lab Clin Nucl Med, Chengdu 610041, Peoples R China

[2] Sichuan Univ, Inst Radiol & Med Imaging, Huaxi MR Res Ctr HMRRC, Sch Chem Engn,Dept Radiol, Chengdu 610041, Peoples R China

[3] Sichuan Univ, Inst Radiol & Med Imaging, Sch Chem Engn, State Key Lab Biotherapy, Chengdu 610041, Peoples R China

[4] Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China

[5] Sichuan Univ, Sch Chem Engn, Chengdu 610041, Peoples R China

来源：

ORGANIC LETTERS | 2025年 / 27卷 / 30期

基金：

中国国家自然科学基金;

关键词：

VICINAL DIAMINES; MANNICH REACTION; ALLYLIC ALKYLATION; STEREOSELECTIVE SYNTHESIS; ORGANOMETALLIC REAGENTS; GLYCINE DERIVATIVES; AMINO-ACIDS; ESTERS; CARBON; SUBSTITUTION;

D O I：

10.1021/acs.orglett.5c02466

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and mild method for the synthesis of homoallylic 1,2-diamines from alpha-amino aldimines is reported. This method capitalizes on a low-loading iridium-catalyzed asymmetric umpolung allylation of imines and the following facile 2-aza-Cope rearrangement. The reagents are derived from readily available starting materials, and the catalytic system enables efficient construction of chiral vicinal diamines under mild conditions with broad functional group tolerance.

引用

页码：8275 / 8280

页数：6

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