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Syntheses of Macrocyclic Amides from L-Amino Acid Esters by RCM
作者姓名:ZHAO  Bao-xiang  SCHAUDT  Marco  BLECHERT  Siegfried
作者单位:[1]Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P.R. China; [2]Institut fuer Chemie, Technische Universittit Berlin, Strasse des 17. Juni 135, D-10623 Berlin, Germany
摘    要:IntroductionThe discovery of stable and defined carbenecomplexes of molybdenum and ruthenium as efficientprecatalysts for olefin metathesis has made this transfor-mation one of the most important C—C bond formingreactions1—11]. Specifically, ring-closi…

关 键 词:大环酰胺  L-氨基酸酯  合成  闭环转位反应  琥珀酸酯  L-赖氨酸  L-鸟氨酸
收稿时间:2006-03-06

Syntheses of Macrocyclic Amides from L-Amino Acid Esters by RCM
ZHAO Bao-xiang SCHAUDT Marco BLECHERT Siegfried.Syntheses of Macrocyclic Amides from L-Amino Acid Esters by RCM[J].Chemical Research in Chinese University,2007,23(1):22-30.
Authors:ZHAO Bao-xiang  SCHAUDT Marco  BLECHERT Siegfried
Institution:1. Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China;2. Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 135, D-10623 Berlin, Germany
Abstract:A series of succinate-derived macrocyclic amides( 1 ) was synthesized via ring-closing metathesis (RCM) as the key step. The substrate included 12 to 15 members. The metathesis precursors were obtained from the amide coupling of tert-butyl 3-carboxyhex-5-enoate(2) with numerous side-chain alkenylated amino acid esters of general type(3)derived from L-lysine and L-ornithine.
Keywords:Ring-closing metathesis  L-Lysine  L-Ornithine  Allyl succinate  Macrocycle
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