Synlett 2015; 26(03): 363-366
DOI: 10.1055/s-0034-1379505
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© Georg Thieme Verlag Stuttgart · New York

Diastereo- and Facially Selective Imino-Diels–Alder Cycloaddition of 2-Azeditinone-Tethered 1-Azadiene: Synthesis of Functionalized (2-Oxo-4-styrylazetidin-3-yl)–Pyridine Hybrids

Yogesh Kumar
a   Department of Applied Sciences, Punjab Technical University, Kapurthala, Punjab 144603, India   Email: gaurav@ptu.ac.in
,
Prabhpreet Singh
b   Department of Chemistry, Guru Nanak Dev University, Amritsar, Punjab 143005, India
,
Gaurav Bhargava*
a   Department of Applied Sciences, Punjab Technical University, Kapurthala, Punjab 144603, India   Email: gaurav@ptu.ac.in
› Author Affiliations
Further Information

Publication History

Received: 07 October 2014

Accepted after revision: 30 October 2014

Publication Date:
08 January 2015 (online)


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Abstract

Highly diastereo- and π-facially selective imino Diels–Alder cycloadditions of 3-allylideneamino-2-azetidinones having stereocentres at its α- and β-positions, with symmetrical dienophiles leading to the formation of biologically potent (2-oxo-4-styrylazetidin-3-yl)–pyridine hybrids have been reported.