Beilstein J. Org. Chem.2015,11, 2521–2539, doi:10.3762/bjoc.11.273
nine-membered carbocycle which is the characteristic structural feature of these natural products. Additionally, the putative biosynthetic pathway of xenicanes is illustrated.
Keywords: asymmetric synthesis; natural products; total synthesis; Xeniaditerpenoids; xenicanes; Introduction
Terpenoids are
a large group of structurally diverse secondary metabolites. Among these natural products, Xeniaditerpenoids or xenicanes represent a unique family with intriguing structural features and diverse biological activities. Many xenicanes display significant cytotoxic and antibacterial activity and are
cyclononane ring and isoprenyl side chain in their structure have been isolated. In general, the common structural feature of xenicanes is a bicyclic framework consisting of an A ring which is trans-fused to a nine-membered carbocyclic B ring. The family of Xeniaditerpenoids was originally divided into three
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Graphical Abstract
Figure 1:
a) Structure of xenicin (1) and b) numbering of the xenicane skeleton according to Schmitz and van ...