First Total Synthesis of Paracaseolide A

被引:32
|
作者
Noutsias, Dimitris [1 ]
Vassilikogiannakis, Georgios [1 ]
机构
[1] Univ Crete, Dept Chem, Iraklion 71003, Crete, Greece
基金
欧洲研究理事会;
关键词
BIOMIMETIC TOTAL-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; SINGLET-OXYGEN; PHOTOSENSITIZED OXYGENATION; NATURAL-PRODUCTS; RICCIOCARPIN-A; INHIBITOR; DIMER; BISORBIBUTENOLIDE; BISORBICILLINOL;
D O I
10.1021/ol301481t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of the paracaseolide A, a very unusual tetraquinane oxa-cage bislactone recently isolated from the mangrove Sonneratia paracaseolaris, has been achieved. The final step and culmination of the eight-step synthetic sequence is a [4 + 2] dimerization of a 4-hydroxybutenolide, generated by singlet oxygen-mediated oxidation of a furan precursor.
引用
收藏
页码:3565 / 3567
页数:3
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