期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 10, 期 22, 页码 4424-4432出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25122a
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资金
- EPSRC
- AstraZeneca [GR/T18783/01]
An optically active tetrahydroquinoline intermediate (5) was prepared in 8 steps from monoprotected ethylene glycol, using a Pd-catalysed aza-Michael reaction to induce chirality. This can be transformed into three Galipea alkaloids (angustureine, galipeine and cuspareine). The proximity of a benzyloxy group is found to exert profound effects in several steps of the synthesis.
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