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Efficient and highly enantioselective formation of the all-carbon quaternary stereocentre of lyngbyatoxin A

, : Efficient and highly enantioselective formation of the all-carbon quaternary stereocentre of lyngbyatoxin A. Organic & Biomolecular Chemistry 4(23): 4292-4298

Indole 25, an advanced intermediate in a projected enantioselective total synthesis of lyngbyatoxin A 1, was prepared from allylic alcohol 11 in 9 steps and >95% ee, key transformations being the enantiospecific rearrangement of vinyl epoxide 14 and the Hemetsberger-Knittel reaction of azide 24.


PMID: 17102874

DOI: 10.1039/b612578f

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