Progress toward the Total Synthesis of Lucentamycin A: Total Synthesis and Biological Evaluation of 8-epi-Lucentamycin A

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• 作者：R. Nathan Daniels ; Bruce J. Melancon ; Emily A. Wang ; Brenda C. Crews ; Lawrence J. Marnett ; Gary A. Sulikowski ; Craig W. Lindsley
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：November 20, 2009
• 年：2009
• 卷：74
• 期：22
• 页码：8852-8855
• 全文大小：802K
• 年卷期：v.74,no.22(November 20, 2009)
• ISSN：1520-6904

文摘

Synthetic efforts toward the cytotoxic peptides lucentamycins A−D are described that resulted in the total synthesis and biological evaluation of 8-epi-lucentamycin A in 15 steps with 2.2% overall yield. The key epi-nonproteogenic 3-methyl-4-ethylideneproline was synthesized via a titanium-mediated cycloisomerization reaction.