Enantioselective total synthesis of 1-epi-pathylactone A

被引:25
作者
Chanu, Angeline [1 ]
Safir, Imad [1 ]
Basak, Ramkrishna [1 ]
Chiaroni, Angele [1 ]
Arseniyadis, Simeon [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1021/ol070207y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)(2)-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of H-1 and C-13 NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).
引用
收藏
页码:1351 / 1354
页数:4
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