Abstract
Linear triquinanes, those tricyclopentanoid systems that feature three five-membered rings fused together in an extended fashion, constitute a particularly interesting class of sesquiterpenoid natural product. The uniqueness of their architecture, the challenge of adroitly introducing the pendant methyl groups, and the proper resolution of those special problems associated with the regiocontrolled introduction of oxygen functionality have attracted many practitioners of organic synthesis. The result has been the development of novel synthetic strategies and the resourceful application of new reactions. This review focuses on two target molecules, hypnophilin and ceratopicanol, and contrasts the several synthetic routes that have been reported for their de novo synthesis. Attention is directed in particular to the global efficiency of each approach.
Keywords: Linear Triquinane, Sesquiterpenoids, Hypnophilin, Ceratopicanol, Enantioselective Pathway, Bicyclobutylidene
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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