Development of polymer-supported chiral aminoalcohols derived from biomass and their application to asymmetric alkylation

TETRAHEDRON LETTERS

卷:57

Article

Botta, Maria C.¹  Biava, Hernan D.¹  Spanevello, Rolando A.¹  Mata, Ernesto G.¹  Suarez, Alejandra G.¹ 

[1] Univ Nacl Rosario, CONICET, Fac Ciencias Bioquim & Farmaceut, Inst Quim Rosario, Suipacha 531,S2002LRK, RA-2000 Rosario, Santa Fe, Argentina

关键词: Levoglucosenone;    1,2-Aminoalcohols;    Chiral ligands;    Asymmetric induction;    Solid-phase synthesis;   

DOI  :  10.1016/j.tetlet.2016.04.021

来源: Elsevier

【 摘 要 】

A synthetic strategy has been developed for the preparation of immobilized 1,2-aminoalcohols starting from easily available and renewable chiral building blocks. They were tested as chiral ligands for the asymmetric diethylzinc addition to carbonyl compounds. Enantioselectivities were comparable to those observed for non-immobilized analogs. These results provide strong evidence for the flexibility of our approach to generate highly valuable supported chiral ligands derived from cellulose-rich materials. (C) 2016 Published by Elsevier Ltd.

【 授权许可】

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