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ChemInform Abstract: Asymmetric Hetero-Diels—Alder Reactions with Heterocumulenes.

✍ Scribed by Mark C. Elliott; Alexandra E. Monk; Elbertus Kruiswijk; David E. Hibbs; Robert L. Jenkins; David V. Jones


Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Asymmetric Hetero-Diels-Alder Reactions with Heterocumulenes.

-Chiral 2-alkenyloxazolines or thiazolines (I) and (IV) undergo hetero-Diels-Alder reaction with the ketene (II) or the isocyanate (VI) giving adducts with complete stereocontrol. In the case of oxazoline (I) a fast second addition yields the dione (III), while with thiazoline the second addition is slower so that different heterocumulenes can be used. -(ELLIOTT, MARK C.; MONK,


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