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ChemInform Abstract: From Phenylaziridine to Phenylkainoids. A Formal Synthesis of (.+-.)-Phenylkainic Acid.

✍ Scribed by Marie-Reine Schneider; Philippe Klotz; Ioana Ungureanu; Andre Mann; Camille-Georges Wermuth

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

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From phenylaziridine to phenylkainoids.
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The condensation of phenylaziridines (3a/3b) with 3-cyclopentenylsilane (4) in presence of BF3.Et20 yielded amino-cyclopentenyl adducts (Sa-8a) and (Sb-8b). Heterocyclisation of the 03-amino-olefins assisted by Pd(OAc)2 afforded the azabicyclo adducts 2a/2'a and 2b/2'b. Oxidation of the internal dou

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A Formal Synthesis of (-)-Ξ±-Kainic Acid. -Starting from Lpyroglutamic acid (-)-(I), the known precursor (-)-(XVI) for the synthesis of the title compound is presented. The key step in this approach is the SmI 2 -mediated ketyl radical cyclization of the enecarbamate (X). Under irradiation condition

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v