期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 18, 期 16, 页码 4999-5005出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201103605
关键词
biomimetic synthesis; cross-coupling; dopamines; electrocyclic reactions; total synthesis
资金
- Novartis
- Roche Pharmaceuticals
- Wyeth Research
- American Chemical Society (ACS) Medicinal Chemistry Division
- Pfizer, Inc.
- ACS Organic Division
The evolution of a total synthesis of the exiguamines, two structurally unusual natural products that are highly active inhibitors of indolamine-2,3-dioxygenase (IDO), is described. The ultimately successful strategy involves advanced cross-coupling methodology and features a potentially biosynthetic tautomerization/electrocyclization cascade reaction that forms two heterocycles and installs a quaternary ammonium ion in a single synthetic operation.
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