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Enantioselective synthesis of the C1-C11 fragment of tedanolide C.

ABSTRACT: A convergent synthesis of the protected C(1)-C(11) fragment 6 of the targeted enantiomer of tedanolide C is described. The key step of the synthesis is the Felkin-Ahn addition of vinyl iodide 7 to aldehyde 8 that proceeds in 80% yield with 4:1 diastereoselectivity.

SUBMITTER: Geist JG

PROVIDER: S-EPMC3539184 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Enantioselective synthesis of the C1-C11 fragment of tedanolide C.

Geist Julie G JG Barth Roland R Roush William R WR

Organic letters 20121218 1

A convergent synthesis of the protected C(1)-C(11) fragment 6 of the targeted enantiomer of tedanolide C is described. The key step of the synthesis is the Felkin-Ahn addition of vinyl iodide 7 to aldehyde 8 that proceeds in 80% yield with 4:1 diastereoselectivity. ...[more]

PMID: 23249423

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