Browsing by Author "Holtz, Edith"

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ChemInform Abstract: Chemo-, Regio- and Stereoselective Synthesis of 2-Alkylidene-5-hydroxymethyl-hydrofurans by Cyclization of 1,3-Dicarbonyl Dianions with 1-Bromo-2,3-epoxypropanes.
(2010)
Langer, Peter
;
Freifeld, Ilya
;
Holtz, Edith
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ChemInform Abstract: Efficient and Stereoselective Synthesis of Bicyclo[3.2.1]octan-8-ones: Synthesis and Palladium-Catalyzed Isomerization of Functionalized 2-Vinyl-2,3,3a,4,5,6-hexahydro-2,3-benzofurans.
(2010)
Langer, Peter
;
Holtz, Edith
;
Saleh, Nehad N. R.
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ChemInform Abstract: Olefin Cross-Metathesis of Alkenyl Epoxides with Allyl- and Vinyltrimethylsilane.
(2010)
Langer, Peter
;
Holtz, Edith
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ChemInform Abstract: Regio- and Diastereoselective Synthesis of 2-Alkylidenetetrahydrofurans by Domino SN/SN′ and SN/SN Reactions of 1,3-Dicarbonyl Dianions.
(2010)
Langer, Peter
;
Holtz, Edith
;
Karime, Inass
;
Saleh, Nehad N. R.
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ChemInform Abstract: Stereoselective Synthesis and Palladium-Catalyzed Transformations of 2-Alkylidene-5-vinyltetrahydrofurans.
(2000)
Langer, Peter
;
Holtz, Edith
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Diversity-oriented synthesis of 2,5-disubstituted tetrahydrofurans based on a "cyclization-hydrogenation-substitution" strategy
(Wiley-v C H Verlag Gmbh, 2006)
Freifeld, Ilia
;
Holtz, Edith
;
Dahmann, Georg
;
Langer, Peter
A variety of (tetrahydrofuran-2-yl) acetates have been prepared based on hydrogenation and subsequent nucleophilic substitutions of 2-alkylidene-5-(hydroxymethyl)tetrahydrofurans. The latter are readily available by cyclization of 1,3dicarbonyl dianions ("free dianions") with epibromohydrin. (c) Wiley-VCH Verlag GmbH & Co.
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Efficient and Stereoselective Synthesis of Bicyclo[3.2.1]octan-8-ones: Synthesis and Palladium-Catalyzed Isomerization of Functionalized 2-Vinyl-2,3,3a,4,5,6-hexahydro-2,3-benzofurans
(Wiley-v C H Verlag Gmbh, 2002)
Langer, Peter
;
Holtz, Edith
;
Saleh, Nehad N. R.
A new C,O-cyclodialkylation of dilithiated cyclic beta-keto esters and beta-keto sulfones with 1,4-dibromo-2-butene is reported which results in regio- and diastereoselective formation of 2-vinyl-2,3,3a,4,5,6-hexahydro-2,3-benzofurans. The could be efficiently transformed into functionalized bicyclo[3.2.1]octan-8-ones by a palladium-catalyzed rearrangement reaction. In case of sulfone derivatives, this rearrangement proceeds with high stereospecifity to give exclusively the endoconfigured diastereomers. The bicyclo [3.2.1]octane skeleton is present in a large number of pharmacologically important natural products.
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Synthesis of 2-alkenyl-3-(alkoxycarbonyl)furans based on Feist-Benary cyclocondensation of (2,4-dioxobutylidene)phosphoranes with alpha-haloketones and alpha-chloracetaldehyde
(Amer Chemical Soc, 2006)
Mross, Gerson
;
Holtz, Edith
;
Langer, Peter
3-Acyl-2-alkenylfurans were prepared by "Feist-Benary cyclocondensation" of (2,4-dioxobutylidene) phosphoranes with chloracetaldehyde and alpha-haloketones and subsequent Wittig reactions.
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Synthesis of 5-Cyano-1,3-dioxoalkanes by Reaction of 1,3-Dicarbonyl Dianions with Bromoacetonitrile
(Taylor & Francis Inc, 2007)
Holtz, Edith
;
Langer, Peter
5-Cyano-1,3-dioxoalkanes were prepared by reaction of 1,3-dicarbonyl dianions with bromoacetonitrile.