Publication

Tubulysin Synthesis Featuring Stereoselective Catalysis and Highly Convergent Multicomponent Assembly

Vishwanatha, T. M., Giepmans, B., Goda, S. K. & Dömling, A., 17-Jul-2020, In : Organic letters. 22, 14, p. 5396-5400 5 p.

Research output: Contribution to journalArticleAcademicpeer-review

A concise and modular total synthesis of the highly potent N14-desacetoxytubulysin H (1) has been accomplished in 18 steps in an overall yield of up to 30%. Our work highlights the complexity-augmenting and route-shortening power of diastereoselective multicomponent reaction (MCR) as well as the role of bulky ligands to perfectly control both the regioselective and diastereoselective synthesis of tubuphenylalanine in just two steps. The total synthesis not only provides an operationally simple and step economy but will also stimulate major advances in the development of new tubulysin analogues.

Original languageEnglish
Pages (from-to)5396-5400
Number of pages5
JournalOrganic letters
Volume22
Issue number14
Publication statusPublished - 17-Jul-2020

    Keywords

  • BIOLOGICAL EVALUATION, PASSERINI REACTION, POTENTIAL ANTICANCER, ANALOGS, PRETUBULYSIN, ISOCYANIDE, PEPTIDE, TUBUPHENYLALANINE, DERIVATIVES, STRATEGIES

Download statistics

No data available

ID: 130203363