Polychlorinated leucine derivatives:: Synthesis of (2S,4R)-5,5-dichloroleucine and its J-based analysis

被引:10
作者
Arda, Ana [1 ]
Jimenez, Carlos [1 ]
Rodriguez, Jaime [1 ]
机构
[1] Univ A Coruna, Fac Ciencias, Dept Quim Fundamental, La Coruna 15071, Spain
关键词
amino acids; density functional calculations;
D O I
10.1002/ejoc.200600154
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A total synthesis of (2S,4R)-5,5-dichloroleucine is reported in 13 steps from (S)-methyl 2-(hydroxymethyl) propanoate. A density functional J-based analysis of this compound and a comparison with that of its (2S,4S) epimer is also performed in order to complete our study of J-configurational assignments in 1,3-nitrogen-containing acyclic moieties. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
引用
收藏
页码:3645 / 3651
页数:7
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