Stereocontrolled intermolecular radical additions to methylidenepiperazine-2,5-diones

被引:16
作者
Chai, CLL [1 ]
King, AR
机构
[1] Australian Natl Univ, The Faculties, Dept Chem, Canberra, ACT 0200, Australia
[2] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 09期
关键词
D O I
10.1039/a900771g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The use of latent amino acid functionalities for the syntheses of methylidenepiperazine-2,5-diones is reported. These piperazinediones are potential chiral templates in the synthesis of functionalised piperazinediones and amino acids. Carbon-carbon bond formation utilising radical addition reactions between the methylidenepiperazinediones and a number of alkyl radicals resulted in good yields of the addition adduct. Moderate to high diastereoselectivities were observed and factors controlling the chiral induction are discussed here.
引用
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页码:1173 / 1182
页数:10
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