Ruthenium-Catalyzed Cross Metathesis of -Myrcene and its Derivatives with Methyl Acrylate

被引:7
作者
Behr, Arno [1 ]
Johnen, Leif [1 ]
Wintzer, Andreas [1 ]
Cetin, Arzu Guemues [1 ]
Neubert, Peter [1 ]
Domke, Lutz [1 ]
机构
[1] Tech Univ Dortmund, Dept Biochem & Chem Engn, Emil Figge Str 66, D-44227 Dortmund, Germany
关键词
alkenes; C-C coupling; homogeneous catalysis; metathesis; ruthenium; RING-CLOSING METATHESIS; RU-ALKYLIDENE CATALYSTS; OLEFIN-METATHESIS; PLATFORM CHEMICALS; NATURAL-PRODUCTS; RAW-MATERIALS; WOODROSIN-I; POLYMERIZATION; TRANSFORMATIONS; COMPLEXES;
D O I
10.1002/cctc.201500993
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The reaction of -myrcene with methyl acrylate produces 3-methylenecyclopent-1-ene in the presence of the Ru catalyst Neolyst M2 by ring-closing metathesis in the first step. In the second step, the generated methylidene unit reacts with methyl acrylate to give the corresponding unsaturated cyclic ester by cross metathesis. Under the optimized reaction conditions (80 degrees C, Neolyst M2, 16equivalents of methyl acrylate), derivatives of -myrcene, myrcenol, myrcenyl acetate, and -ocimene, react to yield functionalized acyclic esters.
引用
收藏
页码:515 / 522
页数:8
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