Journal
ORGANIC LETTERS
Volume 8, Issue 12, Pages 2643-2645Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0608799
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Funding
- NIGMS NIH HHS [R01 GM028663-27, GM 28553, R01 GM028663] Funding Source: Medline
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An approach to the total synthesis of the antimicrotubule agent welwistatin is described. Key transformations include (1) a 7-endo intramolecular conjugate addition reaction of enone 6 to deliver the strained bicyclo [4.3.1] decanone 5; (2) a 6 pi electrocyclic ring closure of trienecarbamate 16 followed by oxidation to afford protected aniline 17; and (3) an intramolecular cyclization of acetic acid derivative 18 to give rise to indole 19.
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