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ChemInform Abstract: Three-Component or Four-Component Coupling Reactions Leading to δ -Lactams. Facile Synthesis of γ-Acyl-δ-lactams from Silyl Enolates, α,β-Unsaturated Thioesters, and Imines or Amines and Aldehydes via Tandem Michael-Imino Aldol Reactions.

✍ Scribed by S. KOBAYASHI; R. AKIYAMA; M. MORIWAKI


Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Three-Component or Four-Component Coupling Reactions Leading to δ -Lactams. Facile Synthesis of γ-Acyl-δ-lactams from Silyl Enolates, α,β-Unsaturated Thioesters, and Imines or Amines and Aldehydes via Tandem Michael-Imino Aldol Reactions.

-The Michael reaction of silyl enol ethers and unsaturated thioesters followed by condensation with imines provides a product mixture of amino esters and δ-lactams. Replacement of the imine by a mixture of aldehyde and amine gives almost identical results. Since the amino esters can be easily converted to δ-lactams, the method constitutes a useful δ-lactam synthesis.

-(KOBAYASHI, S.;