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Asymmetric Synthesis of Isoquinuclidine by Diels-Alder Reaction of 1,2-Dihydropyridine and Chiral Dienophile Utilizing a Chiral Lewis Acid

✍ Scribed by Matsuyama, Haruo; Seki, Chigusa; Hirama, Masafumi; Suttibut, Chonticha; D. M. Romauli Hutabarat, N.; Sakuta, Noritaka; Tsuchiya, Takefumi; Kohari, Yoshihito; Nakano, Hiroto; Uwai, Koji; Takano, Nobuhiro; Okuyama, Yuko; Takeshita, Mitsuhiro; Yasui, Mitsukuni; Osone, Kenichi


Book ID
118267087
Publisher
Japan Institute of Heterocyclic Chemistry
Year
2012
Tongue
English
Weight
705 KB
Volume
84
Category
Article
ISSN
0385-5414

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Asymmetric induction of four chiral cent
✍ Werbitzky, Oleg ;Klier, Konrad ;Felber, Helena πŸ“‚ Article πŸ“… 1990 πŸ› John Wiley and Sons 🌐 English βš– 371 KB

## Abstract The Diels‐Alder reaction of __cis__‐5,6‐diacetoxy‐1,3‐cyclohexadiene (1), which has a __meso__ configuration, with the chiral nitroso dienophile 2 occurs with induction of four asymmetric centers in very high optical yield (ee = 94%) and leads to the dihydro oxazine 3 (89%). The influen