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通过O-烷基异羟肟酸酯与MBH碳酸酯的N-烯丙基烷基化反应实现α/β-二肽衍生物的催化剂控制区域发散合成。

Catalyst-Controlled Regiodivergent Synthesis of α/β-Dipeptide Derivatives via N-Allylic Alkylation of O-Alkyl Hydroxamates with MBH Carbonates.

作者信息

Wang Shutao, Zheng Lianyou, Song Shaoli, Wang Siyu, Zhang Zhuoqi, Xiang Jinbao

机构信息

The Center for Combinatorial Chemistry and Drug Discovery of Jilin University, The School of Pharmaceutical Sciences, Jilin University, Changchun, 130021, P. R. China.

Key Laboratory for Molecular Enzymology and Engineering of Ministry of Education, School of Life Sciences, Jilin University, Changchun, 130021, P. R. China.

出版信息

Chem Asian J. 2022 Jan 3;17(1):e202101186. doi: 10.1002/asia.202101186. Epub 2021 Dec 2.

Abstract

A controllable and regiodivergent N-allylation reaction involving readily available O-alkyl hydroxamates derived from natural α-amino acids has been developed, allowing regiospecific access to α/β-dipeptides containing α-unsaturated β-amino acids moieties in moderate to good yields. The regioselectivity could be conveniently switched by alternation of the catalysts and solvents.

摘要

我们开发了一种可控且具有区域发散性的N-烯丙基化反应,该反应涉及由天然α-氨基酸衍生而来的易于获得的O-烷基异羟肟酸酯,能够以中等到良好的产率区域特异性地获得含有α-不饱和β-氨基酸部分的α/β-二肽。通过改变催化剂和溶剂,可以方便地切换区域选择性。

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