Enantioselective Synthesis of 3-Amino-2-azetidinones via the Ester Enolate-Imine Condensation

DOI: 10.1021/jo00040a034

Source and publish data:

Journal of Organic Chemistry p. 3906 - 3916 (1992)

Update date:2022-08-05

Topics: Diastereoselectivity Column chromatography Yield NMR spectroscopy Nucleophile Electrophile Enantiomeric excess (ee) Deprotonation Imine Enantioselective synthesis HPLC (high-performance liquid chromatography) Catalytic asymmetric synthesis Stereocontrol Condensation Reaction β-Lactam Chiral Auxiliary Schiff Base Enolate Alkylation ester enolate

Authors:

Steen, Fred H. van der

Kleijn, Henk

Britovsek, George J. P.

Jastrzebski, Johann T. B. H.

Koten, Gerard van

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Article abstract of DOI:10.1021/jo00040a034

Three approaches to the enantioselective synthesis of 3-amino-4-substituted-2-azetidinones by condensation of α-amino ester enolates with imines are described: (i) application of chiral ester derivatives of N,N-diethylglycine; (ii) application of chiral N

Full text of DOI:10.1021/jo00040a034

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Product name:trans-(3S,4S)-1(R)-(α-methylbenzyl)-3-amino-4-methyl-2-azetidinone

Cas No:141040-11-1

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