Synthesis of highly polarized [3]dendralenes and their Diels–Alder reactions

Author:

Antal Rastislav1,Staś Monika23,Perdomo Stefanie M.1,Štemberová Marie1,Brůža Zbyněk1,Matouš Petr1ORCID,Kratochvíl Jiří1,Růžička Aleš4ORCID,Rulíšek Lubomír2ORCID,Kuneš Jiří1,Kočovský Pavel15,Andris Erik2ORCID,Pour Milan1ORCID

Affiliation:

1. Department of Organic and Bioorganic Chemistry, Charles University, Faculty of Pharmacy in Hradec Králové, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic

2. Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo náměstí 2, 166 10 Prague 6, Czech Republic

3. Faculty of Chemistry, University of Opole, 48 Oleska Street, 45-052 Opole, Poland

4. Department of General and Inorganic Chemistry, University of Pardubice, Faculty of Chemical Technology, Studentská 573, 532 10 Pardubice, Czech Republic

5. Department of Organic Chemistry, Charles University, Faculty of Science, Hlavova 8, 128 43 Prague 2, Czech Republic

Abstract

Strongly electron-deficient dendralenes prepared in 3 steps from methyl propiolate undergo smooth diene-transmissive Diels–Alder reactions with strongly electron-deficient dienophiles.

Funder

Grantová Agentura České Republiky

Grantová Agentura, Univerzita Karlova

Ministerstvo Školství, Mládeže a Tělovýchovy

Univerzita Karlova v Praze

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference58 articles.

1. Synthesen in der hydroaromatischen Reihe

2. The Diels-Alder Reaction in Total Synthesis

3. R. B.Woodward and R.Hoffmann , The conservation of orbital symmetry , Verlag Chemie , Weinheim/Bergstr. , 1970

4. I.Fleming , Frontier orbitals and organic chemical reactions , Wiley , London , 1978

5. Darstellung Und Stereochemie Der 1.2.3.4-Tetracarbonsäuren Des Cyclopentans Und Cyclohexans

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