A symmetry-driven approach to the putative spiroketal core of the didemnaketals

Autor: Allen G. Oliver, Benoît Moreau, Jason A. Davy, Jeremy E. Wulff
Rok vydání: 2015
Předmět:
Zdroj: Tetrahedron. 71:2643-2657
ISSN: 0040-4020
DOI: 10.1016/j.tet.2015.03.043
Popis: Didemnaketals A and B are isolation artifacts whose exact structures have been the subject of recent controversy. Although the biological function of the presumed progenitor—didemnaketal C—remains unknown, both degradation products are inhibitors of HIV protease, and are believed to function through an unusual dissociative mechanism. Other didemnaketals (D and E) have antibacterial activity. As a step towards better understanding the chemistry and biology of the didemnaketals, this report describes the efficient asymmetric synthesis of their putative spiroketal core from a meso-precursor.
Databáze: OpenAIRE