4.8 Article

Catalytic Enantioselective Intramolecular Aza-Diels-Alder Reactions

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 22, 页码 6608-6612

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501536

关键词

asymmetric catalysis; BrOnsted acids; cycloaddition; ion pairs; organocatalysis

资金

  1. National Science Foundation [CHE-1300382]

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A readily available chiral BrOnsted acid was identified as an efficient catalyst for intramolecular Povarov reactions. Polycyclic amines containing three contiguous stereogenic centers were obtained with excellent stereocontrol in a single step from secondary anilines and aldehydes possessing a pendent dienophile. These transformations constitute the first examples of catalytic enantioselective intramolecular aza-Diels-Alder reactions.

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