期刊
ORGANIC LETTERS
卷 12, 期 5, 页码 956-959出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol902944f
关键词
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资金
- Peking University
- State Key Laboratory of Drug Research
- National Natural Science Foundation of China [20972007, 20802005]
- National Basic Research Program of China [2010CB833200]
A highly stereocontrolled and efficient total synthesis of (-)-stephanotic acid methyl ester and (-)-celogentin C was accomplished in longest linear 14 steps (4.6% overall yield) and in 20 steps (1.6% overall yield) from L-tryptophan, respectively. Highlights of the synthesis include a tandem asymmetric Michael addition/bromination/azidation strategy for a ready access to the leucine-tryptophan moiety (Leu-Trp linkage) and an oxidative coupling reaction to form the indole-imidazole linkage.
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