A synthetic approach to Kingianin A based upon biosynthetic speculation

Sharma, Pallavi and Ritson, Dougal J. and Burnley, James and Moses, John E. (2011) A synthetic approach to Kingianin A based upon biosynthetic speculation. Chemical Communications, 47 (38). pp. 10605-10607. ISSN 1359-7345

Full content URL: http://dx.doi.org/10.1039/C1CC13949E

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A Synthetic Approach to Kingianin A Based Upon Biosynthetic Speculation
A Synthetic Approach to Kingianin A Based Upon Biosynthetic Speculation
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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.

Keywords:Biomimetic Synthesis
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Life Sciences
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ID Code:7102
Deposited On:14 Dec 2012 11:21

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