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Synlett 1992; 1992(9): 749-750
DOI: 10.1055/s-1992-21480
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Remote Stereocontrol in Ketene-Imine Cycloaddition: An Efficient Asymmetric Synthesis of cis-ß-Lactams

M. Jayaraman* , A. R. A. S. Deshmukh, B. M. Bhawal
  • *Division of Organic Chemistry: Synthesis, National Chemical Laboratory, Pune 411 008, India
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Publication Date:
08 March 2002 (online)

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Annelation of imines 4-6 derived from a homochiral bicyclic aldehyde, 3,6,6-trimethylbicyclo[3.1.0] hex-2-ene-2-carbaldehyde, with acid chlorides or equivalent 1-3 and triethylamine provided cis-ß-lactams 7 and 8a-i in excellent yields with high diastereoselectivity.