Department of Chemistry and Center for Chemical Methodology and Library Development, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
Org Lett. 2011 Feb 4;13(3):502-5. doi: 10.1021/ol102848w. Epub 2010 Dec 28.
Total synthesis of (+)-isatisine A is described based on the application of a silyl-directed Mukaiyama-type [3 + 2]-annulation for the preparation of a fully substituted furan core. The indole branch forming the quaternary carbon center at C2 was constructed by addition to an intermediate N-acyliminium ion derived from aminal 4. In addition, the fused tetracyclic framework including furan core was built up using modified Buchwald amidation conditions.
本文描述了 (+)-isatisine A 的全合成，其基于硅基导向的 Mukaiyama 型 [3 + 2]-环加成反应来制备完全取代的呋喃核。通过向亚胺 4 衍生的 N-酰亚胺离子中间体加成，构建了形成 C2 处季碳原子的吲哚支链。此外，使用改良的 Buchwald 酰胺化条件构建了包括呋喃核的稠合四环骨架。
