New Strategy for the Synthesis of 3,4,5-trisubstituted Isoxazolines from Allyl Compounds

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00179906%3A_____%2F14%3A10287516" target="_blank" >RIV/00179906:_____/14:10287516 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11150/14:10287516 RIV/62157124:16370/14:43872696

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

New Strategy for the Synthesis of 3,4,5-trisubstituted Isoxazolines from Allyl Compounds

Popis výsledku v původním jazyce

A new strategy for the synthesis of trans-and cis + trans-3,4,5-trisubstituted isoxazolines from allyl compounds of QCH(2)CH=CH2 type (Q = PhO, 2,2'-bithiophen-5-yl, BuO, Me3CS, PhN(COMe) and others) has been developed. The dipolarophiles are prepared via: a) Ru-carbene catalysed metathesis of Qallyl; b) catalytic isomerization followed by Ru-carbene mediated metathesis; c) Ru-carbene catalysed metathesis followed by isomerization. 1,3-dipolar cycloaddition of nitrile oxide to dipolarophiles obtained via route a), b) or c), including high pressure activated reactions leads to 3,4,5-trisubstituted isoxazolines. Quantitative E-stereoselective homometathesis of some QCH(2)CH=CH2 to (E)-QCH(2)CH=CHCH(2)Q and new highly effective ruthenium and basic catalytic systems for the isomerization of allyl compounds have also been presented. Moreover, easily available (Z)-XCH2CH=CHCH2X allyl compounds were used for the synthesis of cis-3,4,5-trisubstituted isoxazolines. It has been proved by in vitr

Název v anglickém jazyce

New Strategy for the Synthesis of 3,4,5-trisubstituted Isoxazolines from Allyl Compounds

Popis výsledku anglicky

A new strategy for the synthesis of trans-and cis + trans-3,4,5-trisubstituted isoxazolines from allyl compounds of QCH(2)CH=CH2 type (Q = PhO, 2,2'-bithiophen-5-yl, BuO, Me3CS, PhN(COMe) and others) has been developed. The dipolarophiles are prepared via: a) Ru-carbene catalysed metathesis of Qallyl; b) catalytic isomerization followed by Ru-carbene mediated metathesis; c) Ru-carbene catalysed metathesis followed by isomerization. 1,3-dipolar cycloaddition of nitrile oxide to dipolarophiles obtained via route a), b) or c), including high pressure activated reactions leads to 3,4,5-trisubstituted isoxazolines. Quantitative E-stereoselective homometathesis of some QCH(2)CH=CH2 to (E)-QCH(2)CH=CHCH(2)Q and new highly effective ruthenium and basic catalytic systems for the isomerization of allyl compounds have also been presented. Moreover, easily available (Z)-XCH2CH=CHCH2X allyl compounds were used for the synthesis of cis-3,4,5-trisubstituted isoxazolines. It has been proved by in vitr

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

N - Vyzkumna aktivita podporovana z neverejnych zdroju

Rok uplatnění

2014

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Current Organic Chemistry

ISSN

1385-2728

e-ISSN

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Svazek periodika

18

Číslo periodika v rámci svazku

17

Stát vydavatele periodika

AE - Spojené arabské emiráty

Počet stran výsledku

17

Strana od-do

2280-2296

Kód UT WoS článku

000344457400009

EID výsledku v databázi Scopus

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