Ontology highlight
ABSTRACT:
SUBMITTER: Canham SM
PROVIDER: S-EPMC3825683 | biostudies-literature | 2013 Jan
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20120626 1
This article describes synthetic studies that culminated in the first total synthesis of the Lycopodium alkaloid sieboldine A. During this study, a number of pinacol-terminated cationic cyclizations were examined to form the cis-hydrindanone core of sieboldine A. Of these, a mild Au(I)-promoted 1,6-enyne cyclization that was terminated by a semipinacol rearrangement proved to be most efficient. Fashioning the unprecedented N-hydroxyazacyclononane ring embedded within the bicyclo[5.2.1]decane-N,O ...[more]