Highly diastereoselective total synthesis of the anti-tumoral agent (±)-Spisulosine (ES285) from a Morita-Baylis-Hillman adduct |
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| Authors: | Giovanni W Amarante |
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| Institution: | University of Campinas, Institute of Chemistry, Organic Chemistry Department, Laboratory of Synthesis of Natural Products and Drugs, PO Box 6154, 13083-970 Campinas, SP, Brazil |
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| Abstract: | We disclose herein a new approach for the highly diastereoselective total synthesis of the anti-tumoral agent (±)-Spisulosine. The synthesis was accomplished in seven steps with an overall yield of 10%. The key step involves the transformation of a Morita-Baylis-Hillman into an acyloin, which was subsequently used as substrate in a highly diastereoselective reductive amination reaction. |
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