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Construction of the azacyclic core of tabernaemontanine-related alkaloids via tandem reformatsky aza-claisen rearrangement

Cited 7 time in Web of Science Cited 7 time in Scopus
Authors
Suh, Young-Ger; Lim, Changjin; Sim, Jaehoon; Lee, Jae Kyun; Surh, Young-Joon; Paek, Seung-Mann
Issue Date
2017-02
Citation
Journal of Organic Chemistry, Vol.82 No.3, pp.1464-1470
Abstract
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-fi-carboline intermediate and an unprecedented tandem Reformatsky aza-Claisen rearrangement to create the core carbon skeleton and stereochemistries of tabernaemontanine-related alkaloids.
ISSN
0022-3263
URI
https://hdl.handle.net/10371/172634
DOI
https://doi.org/10.1021/acs.joc.6b02648
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Graduate School of Convergence Science and Technology (융합과학기술대학원)Dept. of Molecular and Biopharmaceutical Sciences (분자의학 및 바이오제약학과)Journal Papers (저널논문_분자의학 및 바이오제약학과)
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