Chiral N-Phosphonyl Imine Chemistry: Asymmetric Synthesis of α-Alkyl β-Amino Ketones by Reacting Phosphonyl Imines with Ketone-Derived Enolates

被引：28

作者：

Ai, Teng ^{[1
]}

Han, Jianlin ^{[1
]}

Chen, Zhong-Xiu ^{[1
]}

Li, Guigen ^{[1
]}

机构：

[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79401 USA

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2009年 / 73卷 / 02期

关键词：

enolates; N-phosphonyl imines; phosphoramide; alpha-alkyl beta-amino ketones; SOLID-PHASE SYNTHESIS; MANNICH-TYPE REACTION; 1,3-AMINO ALCOHOLS; STEREOSELECTIVE-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; CARBONYL-COMPOUNDS; FACILE SYNTHESIS; ALDEHYDES; SULFINIMINES;

D O I：

10.1111/j.1747-0285.2008.00771.x

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of new chiral syn-alpha-branched beta-amino ketones has been synthesized by reacting chiral phosphonyl imines with ketone-derived enolates. The N-protection group on imine auxiliary was found to be crucial to the asymmetric induction. The absolute stereochemistry has been unambiguously determined by converting a product to a known sample.

引用

页码：203 / 208

页数：6

共 34 条

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