Journal
ORGANIC LETTERS
Volume 18, Issue 4, Pages 654-657Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03583
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Funding
- National Natural Science Foundation of China [81225024, 21272242, 21572236]
- Ministry of Science and Technology of China [2014ZX09301307-003]
- Chinese Academy of Sciences
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Alstoscholarisines H-J (1-3), new monoterpenoid indole alkaloids with an unprecedented skeleton created via the formation of a C-3/N-1 bond, were isolated from Alstonia scholaris. Their structures were established by extensive spectroscopic analyses and the assessment of single-crystal X-ray diffraction data. The total synthesis of alstoscholarisine H was achieved via the regioselective nucleophilic addition of pyridinium through a bioinspired iminium ion intermediate followed by Pictet-Spengler-like cyclization.
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