Department of Chemistry, The Scripps Research Institute, Jupiter, Florida 33458, United States.
Org Lett. 2011 May 6;13(9):2384-7. doi: 10.1021/ol200627d. Epub 2011 Apr 8.
A convergent synthesis of the CDEF-tetracyclic region of pectenotoxin-2 (PTX-2) is described. The synthetic pathway derives from a head-to-tail union of 2 equiv of linalool to establish a stereodefined DEF-tricyclic aldehyde. Subsequent coupling with a "northern" fragment enolate, followed by a tandem Sharpless epoxidation/cyclization, delivers the C10-C26 polycyclic region of the natural product.
本文描述了扇贝毒素-2(PTX-2)的 CDEF-四环区域的汇聚合成。该合成途径源自 2 当量的芳樟醇的头尾连接,以建立立体定义的 DEF-三环醛。随后与“北”片段烯醇盐偶联,接着进行串联 Sharpless 环氧化/环化反应,得到天然产物的 C10-C26 多环区域。