期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 9, 期 22, 页码 7734-7741出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06078c
关键词
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资金
- National Research Foundation of Korea (NRF)
- Ministry of Education, Science and Technology [2009-0070538]
An unprecedented organocatalytic enantioselective formal synthesis of bromopyrrole alkaloid natural products is reported. An organocatalytic aza-Michael addition using pyrroles as the N-centered nucleophile is utilized as the enantioselective step to construct the nitrogen-substituted stereogenic carbon center in bromopyrrole alkaloids in good yield and excellent enantioselectivity. The aza-Michael product is converted via lactamization using a Staudinger-type reductive cyclization to the key intermediate, which was previously used in the total synthesis of bromopyrrole alkaloid natural products.
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