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Asymmetric Synthesis of (−)-Swainsonine

descriptionPublicationkeyboard_double_arrow_right Article 10 Apr 2009 English Publisher:American Chemical Society (ACS)Journal:The Journal of Organic Chemistry, volume 74, pages 3,962-3,965 (issn: 0022-3263, eissn: 1520-6904, Copyright policy )
Authors: Yong-Shou, Tian; Jae-Eun, Joo; Bae-Soo, Kong; Van-Thoai, Pham; Kee-Young, Lee; Won-Hun, Ham;

doi: 10.1021/jo802800d

pmid: 19361186

Asymmetric Synthesis of (−)-Swainsonine

Abstract

We report a new asymmetric synthetic method for (-)-swainsonine utilizing a chiral oxazoline precursor. The key features in this strategy are the diastereoselective oxazoline formation reaction catalyzed by palladium(0), diasteroselective dihydroxylation, and the stereocontrolled allylation reaction with TiCl(4).

Related Organizations
Keywords

Swainsonine, Stereoisomerism, Antineoplastic Agents, Phytogenic, Oxazoles, Substrate Specificity

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
39
Top 10%
Top 10%
Top 10%
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