Substrate-controlled Diastereoselective Michael Addition of Alkylidene Malonates by Grignard Reagents

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2019-01-01 DOI:10.1515/hc-2019-0019

Wei Zhou, Q. Xiao, Yuanyuan Chang, Qifa Liu, Xiaohao Zang, Mengmeng Hu, Xiaofei Zeng, Z. Du, Guifa Zhong

引用次数: 0

Abstract

Abstract Herein is described a diastereoselective Michael addition of Grignard reagents to α, β- unsaturated diethyl malonates incorporated with a 2-oxazolidone chiral auxiliary. The catalyst-free Michael addition proceeds with good chemical efficiency and excellent stereoselectivity; and it provides new thoughts to the asymmetric synthesis of β-substituted β3 amino acid derivatives.

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格氏试剂对亚烷基丙二酸酯底物控制的双立体选择性迈克尔加成反应

摘要本文描述了格氏试剂在α，β-不饱和丙二酸二乙酯中与2-恶唑酮手性助剂的非对映选择性Michael加成。无催化剂的Michael加成以良好的化学效率和优异的立体选择性进行；为不对称合成β-取代的β3氨基酸衍生物提供了新思路。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Heterocyclic Communications 化学-有机化学

CiteScore

3.80

自引率

4.30%

发文量

审稿时长

1.4 months

期刊介绍： Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.