TOTAL SYNTHESIS OF (+)-HETEROPLEXISOLIDE E

被引:6
|
作者
Kutsumura, Noriki [1 ]
Kiriseko, Akito [1 ]
Saito, Takao [1 ]
机构
[1] Tokyo Univ Sci, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
关键词
Heteroplexisolide E; Total Synthesis; One-Pot Negishi Coupling; Aldol Condensation; Palladium-Catalyzed Hydrogenolysis; METHYLENE-GAMMA-BUTYROLACTONES; CROSS-METATHESIS; OLEFIN METATHESIS; NATURAL-PRODUCTS; DBU CONDITIONS; LACTONES;
D O I
10.3987/COM-12-S(N)91
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of (+)-heteroplexisolide E has been demonstrated. The synthetic approach exploits the one-pot regioselective Negishi coupling (methylation) and transformation of a beta-methallyl alcohol moiety to a branched prenyl group via palladium-catalyzed hydrogenolysis. For the introduction of the 4-oxo-pentylidene side chain, two independent methods were devised: olefin cross metathesis (CM) (route A) and aldol condensation (route B).
引用
收藏
页码:1367 / 1378
页数:12
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