Journal
ORGANIC LETTERS
Volume 2, Issue 15, Pages 2283-2286Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol006050q
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- NIGMS NIH HHS [GM60300-01] Funding Source: Medline
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[GRAPHICS] alpha-Aminoalkylcuprates prepared from CUX . SLiCl (X = Cl, CN) and 1 equiv of an alpha-lithiocarbamate undergo conjugate addition reactions to alpha,beta-alkynyl ketones in moderate to good yields, affording E:Z mixtures of alpha,beta-enones. Treatment of the conjugate adducts with PhOH/TMSCl in CH2Cl2, effected carbamate deprotection and cyclization to afford a flexible two-step synthesis of substituted pyrroles.
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