Synthesis of (+/-)-phloeodictine A1 |
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Authors: | Neubert Bobbianna J Snider Barry B |
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Affiliation: | Department of Chemistry MS 015, Brandeis University, Waltham, Massachusetts 02454-9110, USA. |
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Abstract: | The antitumor antibiotic phloeodictine A1 (2) has been synthesized by a convergent seven-step route in 8% overall yield. The key step was the Eguchi aza-Wittig reaction of 6 to give 13 followed by a retro Diels-Alder reaction to liberate 5. Addition of 11-dodecenylmagnesium bromide to 5 to give 4b, alkylation with 18b, and deprotection completed the first synthesis of 2. |
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