4.8 Article

Stereoselective synthesis of the C(1)-c(11) fragment of peloruside A

Journal

ORGANIC LETTERS
Volume 7, Issue 18, Pages 3941-3944

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0514303

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Funding

  1. NIGMS NIH HHS [GM 38436] Funding Source: Medline

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A highly stereoselective synthesis of the C(1)-C(11) fragment 4 of peloruside A has been accomplished via a stereoselective double allylboration and an intramolecular epoxide opening to provide the functionally dense C(3)-C(l 1) segment 14. A glycolate aldol reaction was then employed to introduce the remaining stereocenters at C(2)-C(3).

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