Asymmetric Synthesis of Unprotected Tryptophan Derivatives Using Gramines via Ni(II) Complexes
We herein report the synthesis of substituted tryptophans using Ni(II) complexes of glycine and gramines. This reaction proceeds under operationally convenient and mild conditions, using inexpensive, nontoxic, and easily accessible reagents. The reactions feature high yields and virtually complete thermodynamically controlled diastereoselectivity, providing a convenient method for the synthesis of tailor-made tryptophans.
Authors
- Yuzhu Wu (ORCID: https://orcid.org/0009-0002-5447-8803)
- Vadim A. Soloshonok (ORCID: https://orcid.org/0000-0003-0681-4526)
- Shengbin Zhou (ORCID: https://orcid.org/0000-0003-1127-1829)
- Qiangqiang Chen
- Jiang Wang (ORCID: https://orcid.org/0000-0003-1705-4905)
- Hong Shu Liu (ORCID: https://orcid.org/0000-0003-3685-6268)
- Yazhou Li (ORCID: https://orcid.org/0000-0001-9113-8512)
- Zhekai Xiao (ORCID: https://orcid.org/0009-0003-7106-0879)
Institutions
- Ikerbasque (ES)
- Nanjing University of Chinese Medicine (CN)
- University of the Basque Country (ES)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Materia Medica (CN)
- Institute of Organic Chemistry (HU)
- Institute for Advanced Study (DE)
- University of Chinese Academy of Sciences (CN)
- University College of Applied Science (PS)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-21
- DOI
- https://doi.org/10.1021/acs.joc.4c02406
- Citations
- 1
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China
- Program of Shanghai Academic Research Leader
- Natural Science Foundation of Zhejiang Province