A short and efficient approach to a 4-methylene-2-cyclohexenone substructure present in otteliones and loloanolides is described. This strategy involves a tandem enyne/ring closing metathesis as the key reaction to construct this labile core unit.
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Org Lett
July 2016
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, United States.
Strategic pairing of ring openings and cycloisomerization provides rapid and efficient "open and shut" entry into sparsely functionalized illudalanes, as exemplified here in the context of a six-step synthesis of alcyopterosin A. Key steps include a tandem ring-opening fragmentation/olefination process for preparing a neopentyl-tethered 1,6-enyne, ring-opening olefination telescoped with alkyne homologation, and Rh-catalyzed oxidative cycloisomerization.
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January 2012
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
A short and efficient approach to a 4-methylene-2-cyclohexenone substructure present in otteliones and loloanolides is described. This strategy involves a tandem enyne/ring closing metathesis as the key reaction to construct this labile core unit.
View Article and Find Full Text PDFChem Commun (Camb)
November 2004
Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-400 076, India.
An expedient and first tandem enyne/ring closing metathesis approach on a sugar furanose template leading to a novel angularly fused dioxa-triquinane is described here.
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