Tandem Ring-Closing Metathesis/Isomerization Reactions for the Total Synthesis of Violacein

被引:28
|
作者
Petersen, Mette T. [1 ]
Nielsen, Thomas E. [1 ,2 ]
机构
[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark
[2] Nanyang Technol Univ, Singapore Ctr Environm Life Sci Engn, Singapore 637551, Singapore
关键词
METATHESIS-OLEFIN ISOMERIZATION; PAUSON-KHAND REACTION; IN-SITU; CATALYSIS; HYDROGENATION; CONVERSION; COMPLEXES; CHEMISTRY; OXIDATION;
D O I
10.1021/ol400654r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.
引用
收藏
页码:1986 / 1989
页数:4
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