Abstract
A diastereoselective synthesis of the unnatural (+)-enantiomer of the hexahydropyrroloindole alkaloid (-)-pseudophrynaminol ( 3), isolated from the skin of the Australian frog Pseudophryne coriacea, from a cyclic tautomer ( 1) of l-tryptophan, is described. The CD spectrum of the synthetic 3 is opposite in sign to that of the natural material enabling the configuration of the natural product to be established as 3aS,8aR.
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