PulseExploreJournal ClubDebatesTrendingResearchersJournals
Instagram
HomeExploreJournal ClubTrending
Synapse
⌘+K
Synapse
July 22, 2006Journal of the American Chemical Society200 citations

Au(I)-Catalyzed Annulation of Enantioenriched Allenes in the Enantioselective Total Synthesis of (−)-Rhazinilam

View Full Paper
ZLZuosheng LiuAWAndrew S. WasmuthSNScott G. Nelson

Key Points

Key points are not available for this paper at this time.

Abstract

Highly stereoselective Au(I)-catalyzed pyrrole additions to enantioenriched allenes afford a unique entry to optically active heterocycles. Asymmetric quaternary carbons can be installed with concurrent heterocycle annulation utilizing this methodology. The enantioenriched allenes are conveniently obtained by catalytic asymmetric acyl halide-aldehyde cyclocondensations and SN2' ring opening of the resulting enantioenriched beta-lactones. An enantioselective total synthesis of (-)-rhazinilam highlights the potential utility of this reaction technology in target-oriented synthesis.

Ask AI
Helpful
Bookmark
Share
View Full Paper

Cite This Study

Liu et al. (2006) studied this question.

synapsesocial.com/papers/6a7dbf88af21e1248e3c9a50https://doi.org/10.1021/ja0629110
Ask AI
Helpful
Bookmark
Share
View Full Paper