Total Synthesis of (+)-Pleuromutilin

Total Synthesis of (+)-Pleuromutilin
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DOI:
10.1002/chem.201300968
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发表时间:
2013-05-01
影响因子:
4.3
通讯作者:
Procter, David J.
Procter, David J.
中科院分区:
化学2区
文献类型:
--
作者:
Fazakerley, Neal J.;Helm, Matthew D.;Procter, David J.

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首次实现了抗菌天然产物(+)-截短侧耳素的对映专一全合成。该方法包括从 (+)-反式二氢香芹酮合成非外消旋环化底物、高选择性 SmI2 介导的环化级联、受阻酯的电子转移还原以及 (+)-mutilin 首次有效转化为靶标。
The first enantiospecific total synthesis of the antibacterial natural product (+)-pleuromutilin has been achieved. The approach includes the synthesis of a non-racemic cyclisation substrate from (+)-trans-dihydrocarvone, a highly selective SmI2-mediated cyclisation cascade, an electron transfer reduction of a hindered ester, and the first efficient conversion of (+)-mutilin to the target.