Published March 6, 2012
| Version v1
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Diverging Pathways to Topologically Complex Polycyclic Bis-acetals and Their Ring System Interchange
Authors/Creators
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1.
Universidad de Alcalá
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2.
Institut de Chimie des Substances Naturelles
Description
Carbinol-tethered octalin-diols, which differ only by the C11 configuration at the angular position, were transformed selectively to three types of structurally unrelated original scaffolds such as unsymmetrical octahydroanthracenes, furofuranes or spirans via a two-step protocol. The 11S* configuration ensures a C13–C4 Friedel–Crafts type C–C bonding (through an unprecedented oxidative cleavage-triggered domino process) while the 11R* configuration allows for a C13–C2 Marson-type Friedel–Crafts C–C bonding (through a nucleophilic acetal opening).
Files
S2504_2012_OrgLett - Diverging Pathways.pdf
Additional details
Dates
- Available
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2012-03-06