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Study on the Lewis Acid-promoted Aza-Diels - Alder Reaction of Azetidin-2-one-tethered Imines with Siloxydienes in the Asymmetric Synthesis of 2-Aryl(alkyl)-2,3-dihydro-4-pyridones

Poljak, Tanja; Molčanov, Krešimir; Margetić, Davor; Habuš, Ivan (2008) Study on the Lewis Acid-promoted Aza-Diels - Alder Reaction of Azetidin-2-one-tethered Imines with Siloxydienes in the Asymmetric Synthesis of 2-Aryl(alkyl)-2,3-dihydro-4-pyridones. Croatica Chemica Acta, 81 (4). pp. 539-558. ISSN 0011-1643

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Abstract

trans-3-Amino-b-lactams were evaluated as the chiral building blocks in the aza-Diels – Alder reaction of azetidin-2-one-tethered imines with siloxydienes under Lewis acid catalysis, as a route for the asymmetric synthesis of 2-aryl(alkyl)-2,3-dihydro-4-pyridones.

Item Type: Article
Uncontrolled Keywords: beta-lactam; imine; pyridone; aza-Diels - Alder reaction; Lewis acid; lactam synthon method; chiral ester enolate; c-13 side-chain; beta-lactams; semiempirical methods; efficient; 2,3-dihydro-4-pyridones; cyclocondensation; cycloaddition; condensation
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Division of Physical Chemistry
Projects:
Project titleProject leaderProject codeProject type
Amino-beta-laktami - intermedijari u sintezi biološki interesantnih spojeva[70961] Ivan Habuš098-0982915-2948MZOS
Host-guest međudjelovanja u policikličkim sustavima[161124] Davor Margetić098-0982933-3218MZOS
Depositing User: Ivan Habuš
Date Deposited: 22 Oct 2013 08:17
Last Modified: 12 Feb 2014 11:31
URI: http://fulir.irb.hr/id/eprint/818

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