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Asymmetric Diels−Alder Reactions of 2-Pyrones with a Bifunctional Organic Catalyst

✍ Scribed by Wang, Yi; Li, Hongming; Wang, Yong-Qiang; Liu, Yan; Foxman, Bruce M.; Deng, Li


Book ID
120451573
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
69 KB
Volume
129
Category
Article
ISSN
0002-7863

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In the presence of a cinchona alkaloid as a catalyst, the Diels-Alder reaction of 3-hydroxy-2-pyrone with chiral N-acryloyl oxazolidinone afforded a bicyclolactone adduct with high diastereoselectivities (up to 95%de) in almost quantitative yield.