A synthetic approach to kingianin A based on biosynthetic speculation

Literature Information

Publication Date 2011-08-24
DOI 10.1039/C1CC13949E
Impact Factor 6.222
Authors

Pallavi Sharma, Dougal J. Ritson, James Burnley, John E. Moses


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Abstract

A synthetic approach towards the structurally complex dimer, kingianin A is reported. The strategy involved a cascade of complexity generating reactions, inspired through biosynthetic speculation. A concise protecting group free synthesis of the proposed monomeric precursor pre-kingianin A has been achieved using a tandem Stille cross-coupling reaction and electrocyclisation process. However, preliminary studies of the key dimerisation reaction have been conducted, which indicate that the process is not spontaneous, raising questions as to the origin of this complex natural product.

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