Total Synthesis of the Antifungal Depsipeptide Petriellin A

Total Synthesis of the Antifungal Depsipeptide Petriellin A
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DOI:
10.1021/jo201017w
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发表时间:
2011-08-19
影响因子:
3.6
通讯作者:
Hughes, Andrew B.
Hughes, Andrew B.
中科院分区:
化学2区
文献类型:
--
作者:
Sleebs, Marianne M.;Scanlon, Denis;Hughes, Andrew B.

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报道了抗真菌高度修饰的环状缩酚肽petriellin A的固相全合成。该合成证实了先前关于天然产物的绝对构型的报道。固相方法产生受保护的线性前体,其在环化和最终脱保护之前从固体载体裂解。使用先进的偶联剂对几个受阻酰胺是合成的一个特点。天然产物以5%的总收率制备。
We report the solid-phase total synthesis of the antifungal highly modified cyclic depsipeptide petriellin A. The synthesis confirms earlier reports on the absolute configuration of the natural product. The solid-phase approach resulted in a protected linear precursor, which was cleaved from the solid support prior to cyclization and final deprotection. Use of advanced coupling agents for several hindered amides was a feature of the synthesis. The natural product was prepared in overall 5% yield.