Synthesis of the C'D'E'F' domain of maitotoxin.
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ABSTRACT:
SUBMITTER: Nicolaou KC
PROVIDER: S-EPMC3132320 | biostudies-literature | 2011 Jan
REPOSITORIES: biostudies-literature
Publications
Synthesis of the C'D'E'F' domain of maitotoxin.
Nicolaou K C KC Seo Jae Hong JH Nakamura Tsuyoshi T Aversa Robert J RJ
Journal of the American Chemical Society 20101217 2
A devised biomimetic strategy toward the C'D'E'F' domain (6) of maitotoxin (1) led to hydroxy triepoxide 8 as a postulated polyepoxide precursor. However, all attempts to induce the desired cascade to form the targeted compound through a zip-type reaction under neutral or acidic conditions failed, prompting adoption of a linear stepwise approach to 6. The successful synthetic strategy for the synthesis of the C'D'E'F' domain of maitotoxin commenced from furfuryl alcohol (11), proceeded through F ...[more]
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