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Enantioselective total synthesis of (+)-gigantecin: exploiting the asymmetric glycolate aldol reaction.

Journal of the American Chemical Society (2004-10-08)
Michael T Crimmins, Jin She
RÉSUMÉ

The enantioselective synthesis of the potent, selective, cytotoxic, annonaceous acetogenin, (+)-gigantecin, has been completed. An asymmetric glycolate aldol serves to establish the stereocenters at C13,14 and at C21,22. A Carreira asymmetric acetylide addition is used to establish the C17 stereocenter.

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Chlorure de sodium, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.0-100.5% (calc. to the dried substance), ≤0.00002% Al
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