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Asymmetric Mannich Reactions of β-Keto Esters with Acyl Imines Catalyzed by Cinchona Alkaloids

✍ Scribed by Lou, Sha; Taoka, Brandon M.; Ting, Amal; Schaus, Scott E.

Book ID: 118741489
Publisher: American Chemical Society
Year: 2005
Tongue: English
Weight: 52 KB
Volume: 127
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja0537373

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## Abstract Asymmetric [4 + 2] cycloaddition of β,γ‐unsaturated α‐keto esters (I) and (IV) with oxazolones (II) proceeds with excellent diastereoselectivity and high enantioselectivity (up to 97% e.e.) in the presence of a quinidine‐derived bifunctional organocatalyst (NQD).