Total synthesis of (+)-neopeltolide

被引:83
作者
Fuwa, Haruhiko [1 ]
Naito, Shinya [1 ]
Goto, Tomomi [1 ]
Sasaki, Makoto [1 ]
机构
[1] Tohoku Univ, Grad Sch Life Sci, Lab Biostruct Chem, Aoba Ku, Sendai, Miyagi 9818555, Japan
关键词
macrolides; natural products; ring-closing metathesis; Suzuki-Miyaura coupling; total synthesis;
D O I
10.1002/anie.200801399
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4737 / 4739
页数:3
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