A total synthesis of (+)-negamycin through isoxazolidine allylation?
Organic & Biomolecular Chemistry Pub Date: 2014-05-21 DOI: 10.1039/C4OB00537F
Abstract
The β-amino acid antibiotic (+)-negamycin has been synthesised in ten steps from epichlorohydrin via Sakurai allylation of an isoxazolidine intermediate. The key allylation reaction proceeded with complete trans-selectivity, which is attributed to electrostatic attraction between the chlorine atom and the iminium ion in the Sakurai intermediate.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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