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  • Synthesis of the cyclohexane core of phomactins and a new route to the bicyclo[9.3.1]pentadecane diterpenoid skeleton.

Synthesis of the cyclohexane core of phomactins and a new route to the bicyclo[9.3.1]pentadecane diterpenoid skeleton.

Organic letters (2010-12-18)
Keith D Schwartz, James D White
ABSTRACT

Conjugate reduction of an enone accompanied by in situ intramolecular aldol condensation was used to construct the tetrasubstituted cyclohexane nucleus of phomactins. Subsequent relay ring-closing metathesis completed the nine-membered ansa bridge of the diterpenoid framework.

MATERIALS
Product Number
Brand
Product Description

Supelco
Pentadecane, analytical standard
Sigma-Aldrich
Pentadecane, ≥99%
Sigma-Aldrich
Pentadecane, ≥98.0% (GC)