期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 23, 期 52, 页码 12714-12717出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201702812
关键词
natural products; organocatalysis; peptides; rearrangement; total synthesis
资金
- Fonds der Chemischen Industrie
An efficient synthesis of the potently cytotoxic marine peptide hemiasterlin is presented. The tetramethyl-tryptophan moiety is assembled by tert-prenylation of indole, followed by the high-yielding organocatalyzed alpha-hydrazination of a sterically congested aldehyde with excellent enantioselectivity. 2-Bromo-N-ethylpyridinium tetrafluoroborate (BEP)-mediated peptide coupling completes the synthesis, being the first approach that does not employ chiral auxiliaries. A novel phenonium-type rearrangement of the indole system occurred when subjecting dihydroxylated 3-tert-prenylindole to Mitsunobu conditions.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据