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Total synthesis of amphidinolide E.


ABSTRACT: A convergent and highly stereocontrolled synthesis of amphidinolide E (1) has been accomplished. The synthesis features a highly diastereoselective (>20:1) BF3.Et2O promoted [3+2] annulation reaction between aldehyde 3 and allylsilane 4 to afford substituted tetrahydrofuran 2.

SUBMITTER: Va P 

PROVIDER: S-EPMC2538580 | biostudies-literature | 2006 Dec

REPOSITORIES: biostudies-literature

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Total synthesis of amphidinolide E.

Va Porino P   Roush William R WR  

Journal of the American Chemical Society 20061201 50


A convergent and highly stereocontrolled synthesis of amphidinolide E (1) has been accomplished. The synthesis features a highly diastereoselective (>20:1) BF3.Et2O promoted [3+2] annulation reaction between aldehyde 3 and allylsilane 4 to afford substituted tetrahydrofuran 2. ...[more]

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