Asymmetric total synthesis of (-)-spirofungin A and (+)-spirofungin B
Asymmetric total synthesis of (-)-spirofungin A and (+)-spirofungin B
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DOI：
10.1021/ol052039k
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发表时间：
2005-12-08
期刊：
影响因子：
5.2
通讯作者：
Sodeoka, M
中科院分区：
文献类型：
--
作者：
Shimizu, T;Satoh, T;Sodeoka, M
[图]立体控制全合成(-)-螺真菌素A(1)和(+)-螺真菌素B （2a）是具有各种抗真菌活性的聚酮类抗生素，使用Weinreb酰胺8、炔9和硼酸乙烯基5从常见中间体10中容易获得。第一次合成以最长的31步线性序列进行，总产率分别为7.9%和5.2%，得到(-)-l和(+)-2a。
[GRAPHIC]The stereocontrolled total synthesis of (-)-spirofungin A (1) and (+)-spirofungin B (2a), polyketide-type antibiotics having various antifungal activities, has been achieved employing the Weinreb amide 8, the alkyne 9, and the vinyl boronate 5 readily available from the common intermediate 10. The first synthesis proceeded with a longest linear sequence of 31 steps, affording (-)-l and (+)-2a in 7.9% and 5.2% overall yields, respectively.