References

1. Synthetic Approach Toward RollicosinJeng-Lin Lee2, Kun-Sheng Wang1, Ming-Jung Wu1, 21Faculty of Medicinal and Applied Chemistry, 2Graduate Institute of Pharmaceutical Sciences, Kaohsiung Medical University, Kaohsiung, Taiwan. Abstract Rollicosin 1,1 isolated from Rollina mucosa Baill, is a new type of annonaceous acetogenin showed potent growing inhibition against human cancer cell lines. Recently, the synthesis of 4-deoxy rollicosin analog 22 was completed in nine steps, which was based on palladium-catalyzed coupling of two building blocks 3 and 4. Lactone 3 was synthesized starting from 5-hexyn-1-ol, and vinyl iodide 4 was accessed from L-glutamate and 1-hexyne. Efforts for the synthesis of rollicosin 1 have also been carried out. All the synthetic strategy and results will be presented in this paper. Figure 1 structure of 1 and 2 Scheme 1 retrosynthetic analysis of compound 2 Scheme 5 retrosynthetic analysis of compound 1 Scheme 2 synthesis of compound 3 Scheme 6 synthesis of compound 16 Scheme 7 synthesis of compound 30 Scheme 3 synthesis of compound 4 Scheme 4 synthesis of compound 2 Scheme 8 synthesis of compound 1 References 1. Liaw, C. C.; Chang, F. R.; Wu, M. J.; Wu, Y. C. J. Nat. Prod.2003, 66, 279-281 2. Lee, J. L.; Lin, C. F.; Hsieh, L. Y.; Lin, W. R.; Chiu, H. F.; Wu, Y. C.; Wang, K. S.; Wu, M. J. Tetrahedron Lett. 2003, 44, 7833-7835