Journal
TETRAHEDRON LETTERS
Volume 43, Issue 21, Pages 3817-3820Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)00686-X
Keywords
amines; catalysis; cyclohexanones; Diels Alder reactions; enamines; Michael reactions
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Amine-catalyzed Diels Alder reactions of alpha,beta-unsaturated ketones with dienophiles have been developed. Either (S)-1-(2-pyrrolidinylmethyl)pyrrolidine or L-proline catalyzed the in situ-generation and reaction of 2-amino-1,3-dienes to provide cyclohexanone derivatives in good yield (up to 87%) in one step with modest enantioselectivity. (C) 2002 Published by Elsevier Science Ltd.
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