Preparation of 3,6-dihydro-2H-pyran-2-carboxylic esters

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C549S425000

Reexamination Certificate

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06884897

ABSTRACT:
A process is provided for preparing 3,6-dihydro-2H-pyran-2-carboxylic esters via a thermal hetero Diels-Alder reaction of 1,3-dienes with glyoxylic esters without the use of catalysts and stabilizers using a special metering technique.

REFERENCES:
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Tetrahedron (1993) 49, pp. 4639-4650, Jean Michel Lerestif et al, “Cycloaddition with Stabilized Imidates as Potential Azomethines Ylides : A New Route to 2-Imidazoline and 4-Yliden-5-Imidazolinone.”.
Org. Magn, Res.(1983) 21, pp. 94-107, Ernest L. Eliet et al, “Carbon-13 NMR Spectra of Saturated Heterocycles”.
J. Chem. Soc., Chem. Commun. (1996), pp. 2373-2374, Anette Graven et al “A highly chemo- and enantio-selective hetero-Diels-Alder reaction catalysed by chiral aluminium complexes”.
J. Chem. Soc. Soc. Perkin Trans 1, (1197) pp. 2345-2349, Sulan Yao et al, “Zinc(II-catalysed asymmetric hetero-Diels-Alder reactions of conjugated dienes with glyoxylate”.
George Odian “Principles of Poilymerization” pp. 264—Table 3-14.
Johannsen M et al: Asmmetric Hetero Diels-Alder Reactions and Ene Reactions Catalyzed by Chiral Copper(II) Complexes: Journal of Organic Chemistry, American Chemical Society. Easton, US, Bd. 18, Nr. 60, Sep. 1995, Seiten 5757-5762, XPOO1083632 ISSN: 0022-3263 das ganze Dokument.
Robert H et al: “The Carbonyl-Diels-Alder Reaction Catalyzed by Bismuth (III) Chrloride” Tetrahedron Letters, Elsevier Science Bd. 39, Nr. 10, 5. Maerz 1998 (Mar. 5, 1998), Seiten 1161-1164, XPOO4109144 ISSN: 0040-4039 das ganze Dokument.

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