Ketone derivatives of diels-alder adducts of levopimaric acid with acrylic acid and maleic anhydride: Synthesis, characterization, and polymerization

2004 ◽  
Vol 92 (4) ◽  
pp. 2240-2252 ◽  
Author(s):  
Ioan Bicu ◽  
Fanica Mustata
Keyword(s):  
Maleic Anhydride ◽  
Acrylic Acid ◽  
Diels Alder ◽  
Levopimaric Acid ◽  
Derivatives Of

Conformational analysis about the N-N bond by P.M.R. spectroscopy: N'-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4-ethanonaphthalene-endo-2,3-dicarboximide

1973 ◽  
Vol 26 (9) ◽  
pp. 1963 ◽  
Author(s):  
SM Verma ◽  
O Subba Rao
Keyword(s):  
Maleic Anhydride ◽  
Conformational Analysis ◽  
Conformational Changes ◽  
Major Product ◽  
Diels Alder ◽  
Conformational Study ◽  
Temperature Dependent ◽  
Spectral Changes ◽  
Derivatives Of

A series of N?-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4- ethanonaphthalene-endo-2,3-dicarboximide have been prepared and their p.m.r. spectra studied. The non-planar ?cage-moiety? structure has been used in the conformational study. Temperature dependent spectral changes have been related to conformational changes about the N-N bond. ��� The endo configuration of the major product obtained in Diels-Alder addition of maleic anhydride on β-naphthol has been strongly evidenced.

scholarly journals Synthesis and reactivity of aliphatic sulfur pentafluorides from substituted (pentafluorosulfanyl)benzenes

2016 ◽  
Vol 12 ◽  
pp. 110-116 ◽  
Author(s):  
Norbert Vida ◽  
Jiří Václavík ◽  
Petr Beier
Keyword(s):  
Hydrogen Peroxide ◽  
Sulfuric Acid ◽  
Maleic Anhydride ◽  
Acrylic Acid ◽  
Maleic Acid ◽  
Chemical Reactivity ◽  
Aqueous Media ◽  
Diels Alder ◽  
Plausible Mechanism

Oxidation of 3- and 4-pentafluorosulfanyl-substituted anisoles and phenols with hydrogen peroxide and sulfuric acid provided a mixture of SF5-substituted muconolactone, maleic, and succinic acids. A plausible mechanism for the formation of the aliphatic SF5 compounds was presented and their chemical reactivity was investigated. SF5-substituted para-benzoquinone was synthesized; its oxidation led to an improved yield of 2-(pentafluorosulfanyl)maleic acid. The reaction of SF5-substituted maleic anhydride and para-benzoquinone with cyclopentadiene afforded the Diels–Alder adducts. Decomposition of 3-(pentafluorosulfanyl)muconolactone in acidic, neutral and basic aqueous media was investigated and the decarboxylation of 2-(pentafluorosulfanyl)maleic acid provided 3-(pentafluorosulfanyl)acrylic acid.

Synthesis of Chiral Polyfunctionalised Cyclopentanes from the Diels–Alder Adduct of Furan and Maleic Anhydride

2000 ◽  
Vol 2000 (4) ◽  
pp. 176-178 ◽  
Author(s):  
Richard T. Brown ◽  
Simon B. Jameson ◽  
Dehimi Ouali ◽  
Peter I. Tattersall
Keyword(s):  
Maleic Anhydride ◽  
Enantiomeric Excess ◽  
Diels Alder ◽  
Pig Liver ◽  
Pig Liver Esterase ◽  
Liver Esterase ◽  
Derivatives Of ◽  
Alder Adduct

Chiral polyfunctionalised cyclopentanes have been readily obtained in ~65% enantiomeric excess via a stereo-specific Wagner–Meerwein rearrangement induced by bromination of derivatives of the exo-cis Diels–Alder adduct of furan and maleic anhydride, combined with desymmetrisation of a meso intermediate by pig liver esterase.

C-Nucleosides and related compounds. VI. Carbocyclic analogues of C-nucleosides: synthesis and derivatives of some useful intermediates

1976 ◽  
Vol 54 (6) ◽  
pp. 849-860 ◽  
Author(s):  
George Just ◽  
Grant Reader ◽  
Bernadette Chalard-Faure
Keyword(s):  
Acrylic Acid ◽  
Wittig Reaction ◽  
Diels Alder ◽  
Reaction Products ◽  
Free Aldehyde ◽  
Derivatives Of ◽  
Related Compounds ◽  
Alder Adduct

The Diels–Alder adduct of cyclopentadiene and β-bromo acrylic acid 1 was converted to D,L-exo-6,7-(dihydroxy-di-O-isopropylidene)-2-hydroxy-3-oxabicyclo[3.2.1]octane (9) in an eight-step sequence and a 24% yield based on 1. Alternatively, the hemiacetal 9 was obtained in five steps and 22% yield from norbornadiene through the intermediate lactone 11. The thiosemicarbazone and semicarbazone of 9 were prepared. The synthesis of the free aldehyde 13 as well as that of the Wittig reaction products 12 and 19 are described.

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