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- W1979203713 abstract "A stereoselective synthesis of the ABCD ring framework of azaspiracid-1 and azaspiracid-3 has been achieved using a tandem bis-spiroketalization protocol in the presence of a mild proton source from 1,4-diketone precursor. A tetrahydrofuran intermediate with the correct stereochemistry for the D ring of azaspiracids-1 and 3 was then taken through a linear sequence of reactions to afford the desired diketone precursor. The D-ring of azaspiracid-1 was then constructed by employing a Sharpless asymmetric dihydroxylation followed by etherification using a homoallyl derivative. The structure of the ABCD ring framework with four contiguous rings was established by extensive NMR analysis." @default.
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- W1979203713 date "2007-07-01" @default.
- W1979203713 modified "2023-09-23" @default.
- W1979203713 title "Stereoselective synthesis of the ABCD ring framework of azaspiracids" @default.
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- W1979203713 doi "https://doi.org/10.1016/j.tetlet.2007.05.021" @default.
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