Synthesis and asymmetric catalytic activity of (1S,1′S)-4,4′-biquinazoline-based primary amines

被引：15

作者：

Cakici, Murat ^{[1
]}

Catir, Mustafa ^{[1
,2
]}

Karabuga, Semistan ^{[3
]}

Ulukanli, Sabri ^{[4
]}

Kilic, Hamdullah ^{[1
]}

机构：

[1] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey

[2] Erzincan Univ, Dept Chem, Fac Arts & Sci, Erzincan, Turkey

[3] Kilis 7 Aralik Univ, Dept Chem, Fac Sci & Letters, Kilis, Turkey

[4] Osmaniye Korkut Ata Univ, Dept Chem, Fac Sci & Letters, Osmaniye, Turkey

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 03期

关键词：

ORGANOCATALYTIC ANTI-MANNICH; DIRECT ALDOL REACTIONS; CHIRAL AMINES; ENANTIOSELECTIVE ADDITION; CONJUGATE ADDITION; MICHAEL ADDITION; KETONES; ACIDS; STEREOSELECTIVITY; NITROOLEFINS;

D O I：

10.1016/j.tetasy.2011.01.009

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of (1S,1'S)-4,4'-biquinazoline-based primary amines were prepared from natural amino acids via a six-step reaction sequence of protection and condensation followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection. These novel amines were screened for the asymmetric ethylation of aryl aldehydes to yield alcohols with an (S)-configuration with enantiomeric excesses (ee) varying from 2% to 95%. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：300 / 308

页数：9

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