✦ LIBER ✦
Highly diastereoselective total synthesis of the anti-tumoral agent (±)-Spisulosine (ES285) from a Morita–Baylis–Hillman adduct
✍ Scribed by Giovanni W. Amarante; Mayra Cavallaro; Fernando Coelho
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 285 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
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.