Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim/Ruhr, Germany.
J Am Chem Soc. 2010 Oct 13;132(40):14064-6. doi: 10.1021/ja107141p.
An efficient total synthesis of the antiproliferative macrolide and cell migration inhibitor lactimidomycin (3) is reported, which relies on the performance of ring closing alkyne metathesis (RCAM). The strained 12-membered 1,3-enyne 21 as the key intermediate was forged with the aid of [(Ph(3)SiO)(3)Mo≡CPh]·OEt(2) (27) as the most effective member of a new generation of powerful alkyne metathesis catalysts. 21 was elaborated to the target by a ruthenium catalyzed trans-hydrosilylation/proto-desilylation sequence and a highly diastereoselective Mukaiyama aldol reaction controlled by oxazaborolidinone 29 as strategic operations.
报道了具有抗增殖活性的大环内酯和细胞迁移抑制剂乳霉素（3）的高效全合成，该合成依赖于闭环炔烃复分解（RCAM）的性能。作为关键中间体的受张力的 12 元 1,3-烯炔 21 是借助[(Ph(3)SiO)(3)Mo≡CPh]·OEt(2)（27）作为新一代强大的炔烃复分解催化剂中最有效的成员而形成的。21 通过钌催化的反硅氢化/原脱硅化序列和由恶唑硼烷 29 控制的高非对映选择性 Mukaiyama 羟醛反应进行了精心设计，得到了目标产物。
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