Synthesis of new chiral 1,3-aminoalcohols derived from levoglucosenone and their application in asymmetric alkylations

被引:13
|
作者
Zanardi, Maria M. [1 ]
Suarez, Alejandra G. [1 ]
机构
[1] Univ Nacl Rosario, Fac Ciencias Bioquim & Farmaceut, CONICET, Inst Quim Rosario, RA-2000 Rosario, Santa Fe, Argentina
关键词
Levoglucosenone; 1,3-Aminoalcohols; Chiral ligands; Asymmetric induction; BETA-AMINO ALCOHOLS; ENANTIOSELECTIVE ADDITION; STEREOSELECTIVE-SYNTHESIS; CONVENIENT SYNTHESIS; ORGANOZINC REAGENTS; DIETHYL ZINC; CELLULOSE; BENZALDEHYDE; DERIVATIVES; AUXILIARIES;
D O I
10.1016/j.tetlet.2015.04.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a simple procedure for the preparation of chiral 1,3-aminoalcohols using the biomass derivative levoglucosenone, as the chiral starting material. 1,3-aminoalcohols, bearing primary and tertiary amino groups, were tested as chiral catalysts in the asymmetric addition of diethyl zinc to benzaldehyde. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3762 / 3765
页数:4
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