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Total synthesis of kingianin A
Hee Nam Lim1, Kathlyn A Parker
1Department of Chemistry, Stony Brook University, Stony Brook, New York 11733, USA.
Abstract:
A 12-step synthesis of kingianin A, an inhibitor of the antiapoptotic protein Bcl-xL, is based on a radical cation Diels-Alder reaction (RCDA). This approach is thought to be biomimetic. The use of a tether in the key RCDA step controls the regiochemistry of the cycloaddition, leading to the desired core structure and a separable diastereomer.
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