Construction of the Azacyclic Core of Tabernaemontanine-Related Alkaloids via Tandem Reformatsky–Aza-Claisen Rearrangement
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- 作者：Young-Ger SuhChangjin Lim ; Jaehoon Sim ; Jae Kyun Lee ; Young-Joon Surh ; Seung-Mann Paek
- 刊名：Journal of Organic Chemistry
- 出版年：2017
- 出版时间：February 3, 2017
- 年：2017
- 卷：82
- 期：3
- 页码：1464-1470
- 全文大小：482K
- ISSN：1520-6904
文摘
A divergent synthetic methodology for a tabernaemontanine-related alkaloid was developed. The synthetic route features practical improvements in the Pictet–Spengler cyclization for the tetrahydro-β-carboline intermediate and an unprecedented tandem Reformatsky–aza-Claisen rearrangement to create the core carbon skeleton and stereochemistries of tabernaemontanine-related alkaloids.