Asymmetric Phase-Transfer-Catalyzed Synthesis of Five-Membered Cyclic γ-Amino Acid Precursors

被引：16

作者：

Nodes, Willam J. ^{[1
]}

Shankland, Kenneth ^{[1
]}

Rajkumar, Sundaram ^{[1
]}

Cobb, Alexander J. A. ^{[1
]}

机构：

[1] Univ Reading, Sch Pharm, Reading RG6 6AD, Berks, England

来源：

SYNLETT | 2010年 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

organocatalysis; phase transfer; intramolecular; nitronate; Michael addition; ENANTIOSELECTIVE CONJUGATE ADDITION; PROTEIN-PROTEIN INTERACTIONS; PEPTIDE FOLDAMERS; BETA-PEPTIDES; NITROALKANES; KETONES;

D O I：

10.1055/s-0030-1259050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first example of an intramolecular enantioselective Michael addition of nitronates onto conjugated systems utilizing a chiral phase-transfer catalyst is described. A range of five-membered gamma-nitro esters with up to three stereocentres have been prepared and the relative and absolute configurations proven by chemical and crystallographic methods. The products are rapidly obtained and are precursors to five-membered cyclic gamma-amino acids.

引用

页码：3011 / 3014

页数：4

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