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Lewis acid-mediated cyclizations of (2′-amino-N′-tert-butoxycarbonyl-benzylidene)-3-alkenylamines

✍ Scribed by Kristine E. Frank; Jeffrey Aubé

Book ID
104259919
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
200 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

Depending on the method of activation, (2'-amino-N'tert-butoxycarbonyl-benzylidene)-3-alkenylarmnes

(1) react with Lewis acids (TiCI 4 or TMSOTf) to afford either a novel Boc-assisted iminium ion formation/trapping sequence (giving hexahydropyridoll,2-c]quinazolin-6-ones (2) or tetrahydropyrrolo[l,2-c]quinazolin-5-ones ( )) or a pseudodimerization process (leading to iminodibenzolb,f]diazocines (3)).

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