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Stereoselective syntheses of the C(1)-C(9) fragment of amphidinolide C.

ABSTRACT: Stereoselective syntheses of the C(1)-C(9) fragments 18 and 28 of amphidinolide C have been developed. The first-generation sequence involves a diastereoselective chelate-controlled [3 + 2]-annulation reaction of 6 and 7, while the second-generation synthesis involves an intramolecular hetero-Michael cyclization of 8.

SUBMITTER: Bates RH

PROVIDER: S-EPMC2650083 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

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Stereoselective syntheses of the C(1)-C(9) fragment of amphidinolide C.

Bates Robert H RH Shotwell J Brad JB Roush William R WR

Organic letters 20080911 19

Stereoselective syntheses of the C(1)-C(9) fragments 18 and 28 of amphidinolide C have been developed. The first-generation sequence involves a diastereoselective chelate-controlled [3 + 2]-annulation reaction of 6 and 7, while the second-generation synthesis involves an intramolecular hetero-Michael cyclization of 8. ...[more]

PMID: 18783230

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