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Double diastereoselectivity in the intramolecular nitrile oxide-olefin cycloaddition (INOC) reaction.

✍ Scribed by Hyoung Rae Kim; Hyung Jin Kim; Jetty L. Duffy; Marilyn M. Olmstead; Karin Ruhlandt-Senge; Mark J. Kurth


Book ID
108381883
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
304 KB
Volume
32
Category
Article
ISSN
0040-4039

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The use of ion pairs to control a nitrtle oxide cycloaddition is demonstrated. A chiral phenylmaleimide derivative bearing an ionic group and an associated counterion provides enhanced selectivity in the cycloaddition of benzonitrtle oxide. The intramolecular salt effect controls the orientation of