Jian Ya-Jun, Tang Chao-Jun, Wu Yikang
State Key Laboratory of Bioorganic And Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
J Org Chem. 2007 Jun 22;72(13):4851-5. doi: 10.1021/jo070559i. Epub 2007 May 23.
The newly isolated bacterial FAS II inhibitor phomallenic acid C (3) was synthesized for the first time as a 16:1 mixture of the (R)- and (S)-isomer with the diyne-allene motif constructed using a coupling under Negishi conditions. By comparison with the synthetic sample, the natural phomallenic acid C was estimated to be a 3.8:1 mixture of (R)-/(S)-isomers. This synthesis describes a new synthetic entry to optically active allene diynes.
新分离出的细菌脂肪酸合成酶II（FAS II）抑制剂苯马伦酸C（3）首次被合成，它是（R）-和（S）-异构体的16:1混合物，其双炔-丙二烯基序是在根岸条件下通过偶联构建的。通过与合成样品比较，估计天然苯马伦酸C是（R）- /（S）-异构体的3.8:1混合物。该合成描述了一种合成光学活性丙二烯二炔的新方法。
