The total synthesis of cryptotrione (1) was enabled by substrate-controlled diastereoselective construction of the bicyclo[3.1.0]hexene framework through platinum-catalyzed enyne cycloisomerization and Lewis acid induced polyene cyclization to construct the abietane-type tricyclic diterpene skeleton. The stereogenic tertiary carbon center in the side chain was installed in a diastereodivergent manner by conjugate addition reactions.
A novel gold-catalyzed tandem protocol, initiated by hydride transfer in the presence of catalytic (C F ) PAuCl/AgSbF , for the formation of fused polycyclic ring systems has been achieved. This tandem reaction provides rapid access to various fused polycyclic species in a single chemical operation, leading to stereospecific formation of two carbon-carbon bonds and three rings.
A method
to achieve the synthesis of highly substituted spirocyclic
cyclobutanes is disclosed. The reaction involves the catalytic arylboration
of cyclobutenes. Depending on the substitution pattern of the cyclobutene,
either a Cu/Pd- or a Ni-catalyzed reaction was utilized. In the case
of the Cu/Pd-catalyzed reactions, the identification of a Cu-complex
for arylboration was crucial to observe high selectivity. The synthetic
utility of the products is demonstrated, and the mechanistic details
are discussed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.