Biomimetic total synthesis of litseaverticillols A, C, D, F, and G: Singlet-oxygen-initiated cascades

被引:64
作者
Vassilikogiannakis, G [1 ]
Stratakis, M [1 ]
机构
[1] Univ Crete, Dept Chem, Iraklion 71409, Crete, Greece
关键词
biomimetic synthesis; ene reaction; natural products; singlet oxygen; total synthesis;
D O I
10.1002/anie.200352180
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Natural weapons against HIV, litseaverticillols A (2) and C, have been synthesized from sesquirosefuran (1) by a rapid and efficient biomimetic total synthesis involving a chemo- and stereoselective singlet-oxygen-initiated tandem sequence (see scheme). Litseaverticillols D, F, and G were readily synthesized from litseaverticillol A through a regioselective 1O 2 ene reaction.
引用
收藏
页码:5465 / 5468
页数:4
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