Synthesis of an advanced welwitindolinone intermediate via an alkylation/cyclization reaction is reported. The key step involves a one pot Lewis acid-mediated alkylation of a silylketene aminal with a furan alcohol followed by an intramolecular cyclization. The reaction is stereoselective and takes place at low temperature. The cycloadduct was highly functionalized and contains the welwitindolinone core structure.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2784123 | PMC |
| http://dx.doi.org/10.1021/ol902173g | DOI Listing |
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