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Diverging Pathways to Topologically Complex Polycyclic Bis-acetals and Their Ring System Interchange
Castillo, Rafael, Aquino, Maurizio, Gándara, Zoila, Safir, Imad, Elkhayat, Zobida, Retailleau, Pascal, Arseniyadis, Siméon

Diverging Pathways to Topologically Complex Polycyclic Bis-acetals and Their Ring System Interchange

Science & Mathematics Published 2012 1862 KB Verification Pending

Overview & Synopsis

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).

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Document Information

Document Title Diverging Pathways to Topologically Complex Polycyclic Bis-acetals and Their Ring System Interchange
Author / Organization Castillo, Rafael, Aquino, Maurizio, Gándara, Zoila, Safir, Imad, Elkhayat, Zobida, Retailleau, Pascal, Arseniyadis, Siméon
Subject & Discipline Scientific Research & Data
Categories Science & Mathematics
Publication Year 2012
License / Rights cc-by-4.0
Resource Verification Listed PDF (Verification Pending)
Original Host Website Zenodo (zenodo.org)
File Format application/pdf (Portable Document Format)
Reported File Size 1862 KB (1,906,737 bytes)
Language EN
Catalog ID DOC-19255
Original Source Link Visit Source Page on zenodo.org »