Stereoselective Synthesis of Highly Functionalized α-Diazo-β-ketoalkanoates via Catalytic One-Pot Mukaiyama-Aldol Reactions

被引：19

作者：

Zhou, Lei ^{[1
]}

Doyle, Michael P. ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 04期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

CARBONYL-COMPOUNDS; REDUCTIVE ALDOL; HYDROXY ESTERS; ALDEHYDES; KETONES; DIAZOACETOACETATES; REARRANGEMENT; DERIVATIVES; LIGAND; ACYLDIAZOMETHANES;

D O I：

10.1021/ol902872y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl diazoacetoacetate undergoes zinc triflate catalyzed condensation with a broad selection of aldehydes to produce delta-siloxy-alpha-diazo-beta-ketoalkanoates in good yield, and delta-hydroxy-alpha-diazo-beta-ketoalkanoates are formed with high diastereoselectivity in reactions with alpha-diazo-beta-ketopentanoate promoted by dibutylboron triflate.

引用

页码：796 / 799

页数：4

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