Synthesis and structural properties of novel tricyclic 15-membered azalides

Summary: Starting from 3-decladinosyl-9a,11-cyclic carbamates of 15 membered azalide, strained tricyclic aglycone derivatives were prepared. The bridging 5-membered hemiketal ring was obtained by intramolecular ketalization of intermediary 3-keto derivative, whereas 5-membered ether derivatives were...

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Permalink: http://skupni.nsk.hr/Record/nsk.NSK01000734970/Details
Matična publikacija: Croatica chemica acta
82 (2009), 4 ; str. 715-723
Glavni autor: Fajdetić, Andrea, kemičarka (-)
Ostali autori: Kobrehel, Gabrijela (-), Lazarevski, Gorjana, Marušić Ištuk, Zorica, Mutak, Stjepan
Vrsta građe: Članak
Jezik: eng
Predmet:
Online pristup: Croatica Chemica Acta
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100 1 |a Fajdetić, Andrea,  |c kemičarka 
245 1 0 |a Synthesis and structural properties of novel tricyclic 15-membered azalides /  |c Andrea Fajdetić, Gabrijela Kobrehel, Gorjana Lazarevski, Zorica Marušić-Ištuk, and Stjepan Mutak. 
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504 |a Bibliografija: 27 jed 
520 8 |a Summary: Starting from 3-decladinosyl-9a,11-cyclic carbamates of 15 membered azalide, strained tricyclic aglycone derivatives were prepared. The bridging 5-membered hemiketal ring was obtained by intramolecular ketalization of intermediary 3-keto derivative, whereas 5-membered ether derivatives were obtained by intramolecular Williamson-type displacement. In case of 12-O-alkyl derivatives complete diastereoslective formation of ethers was observed, while unsubstituted compound gave diastereomeric mixture. NMR analysis was used to confirm the structures of new tricyclic azalide compounds 
653 0 |a Triciklički azilidi  |a Strukturna svojstva  |a NMR analiza 
700 1 |a Kobrehel, Gabrijela 
700 1 |a Lazarevski, Gorjana 
700 1 |a Marušić Ištuk, Zorica 
700 1 |a Mutak, Stjepan 
773 0 |t Croatica chemica acta  |x 0011-1643  |g 82 (2009), 4 ; str. 715-723  |w nsk.(HR-ZaNSK)000001621 
981 |b B02/09 
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856 4 2 |u http://hrcak.srce.hr/cca  |y Croatica Chemica Acta