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Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita–Baylis–Hillman Carbonates

Authors :
Ivan Vilotijevic
You Zi
Sven Krieck
Markus Lange
Philipp Schüler
Matthias Westerhausen
Source :
Synlett. 31:575-580
Publication Year :
2020
Publisher :
Georg Thieme Verlag KG, 2020.

Abstract

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita–Baylis–Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization to produce analogues of biologically active β-lactams. The use of nearly equimolar quantities of the starting materials make this method efficient and straightforward.

Details

ISSN :
14372096 and 09365214
Volume :
31
Database :
OpenAIRE
Journal :
Synlett
Accession number :
edsair.doi...........ace5468da27907000f76cbda3ab773d9
Full Text :
https://doi.org/10.1055/s-0039-1691570