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Regioselectivity Control in Diels−Alder Reactions of Surfactant 1,3-Dienes with Surfactant Dienophiles

✍ Scribed by Jaeger, David A.; Su, Dan; Zafar, Abdullah; Piknova, Barbora; Hall, Stephen B.

Book ID
126512417
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
237 KB
Volume
122
Category
Article
ISSN
0002-7863

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The Diels-Alder reaction of surfactant 1,3-diene 5 and surfactant dienophile 6 within their aqueous mixed micelles at 25(35)°C gave a 30:1 ratio of cycloadducts 14 and 15, respectively. The high regioselectivity was ascribed to a combination of alignment of 5 and 6 at the mixed micelle-H20 interface