The first biomimetic synthesis of a diterpenoid with the ent-verrucosin A/B skeleton

摘要

The first biomimetic synthesis of methyl (8S,9R,13R,14R)-4,4,8,9,13-pentamethyl-20(10 -> 9)-abeo-entisocopal-5(10),11(12)-dien-15-oate a diterpenoid with the ent-verrucosin A/B skeleton has been performed by electrophilic isomerization of methyl 12 alpha-hydroxy-ent-isocopal-13(16)-en-15-oate. The structure and stereochemistry of the synthesized compound have been established on the basis of spectroscopic data. (C) 2016 Elsevier Ltd. All rights reserved.