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Issue 6, 1997
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Use of lithium (α-methylbenzyl)allylamide for a formalasymmetric synthesis of thienamycin


The highly stereoselective conjugate addition of lithium (αR)-(α-methylbenzyl)allylamide 3 to (E)-tert-butyl penta-2,4-dienoate 4, followed by a stereoselective aldol reaction with acetaldehyde, are the key steps in the synthesis of the known β-lactam intermediate, (3S,4R)-3-[(R)-1-(tert-butyldimethyls ilyloxy)ethyl]-4-vinylazetidin-2-one 2, for elaboration to thienamycin and its derivatives.

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Article type: Paper
DOI: 10.1039/A700216E
Citation: Chem. Commun., 1997,0, 565-566
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    Use of lithium (α-methylbenzyl)allylamide for a formal asymmetric synthesis of thienamycin

    S. G. Davies and D. R. Fenwick, Chem. Commun., 1997, 0, 565
    DOI: 10.1039/A700216E

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