期刊
JOURNAL OF NATURAL PRODUCTS
卷 80, 期 8, 页码 2371-2378出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.7b00464
关键词
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资金
- JSPS KAKENHI [JP25288050, JP25670005, JP17H03059]
- Grants-in-Aid for Scientific Research [17H03059] Funding Source: KAKEN
Isoprene units derived from dimethylallyl diphosphate (DMAPP) are an important motif in many natural products including terpenoids, carotenoids, steroids, and. natural rubber. Understanding the chemical characteristics of DMAPP is an important topic in natural products chemistry, organic chemistry, and biochemistry. We have developed a direct bioinspired indole prenylation reaction using DMAPP or its equivalents as the electrophile in homogeneous aqueous acidic media in the absence of enzyme to provide prenylated indole products. After establishing the bioinspired indole prenylation reaction, this was then used to achieve the synthesis of a series of natural products, namely, N-prenylcyclo-L-tryptophyl-L-proline, tryprostatins, rhinocladins, and terezine D.
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