Studies toward the tricyclic core of phomactin A. Synthesis of the reduced furanochroman subunit.
An approach to the tricyclic core of phomactin A is described via the synthesis of a reduced furanochroman model. Key elements of this study include the use of a highly functionalized 1-oxadecalone derivative as a template for the stereoselective introduction of functionality and a tandem retro aldol-epoxide opening-cyclization sequence for elaboration of the dihydrofuran ring.
Seth
P P
PP
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.
Totah
N I
NI
D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation
D001578:Benzopyrans; D005663:Furans; D006576:Heterocyclic Compounds, 4 or More Rings; D007202:Indicators and Reagents; C413206:phomactin A