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Synthesis of optically active dihydropyrans from asymmetric [4 + 2] cycloaddition of β,γ-unsaturated α-ketoesters with allenic esters

✍ Scribed by Pei, Cheng-Kui; Jiang, Yu; Shi, Min

Book ID: 126478567
Publisher: Royal Society of Chemistry
Year: 2012
Tongue: English
Weight: 196 KB
Volume: 10
Category: Article
ISSN: 1477-0520
DOI: 10.1039/C2OB25475A

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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).