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Your search keyword '"Bas Lastdrager"' showing total 3 results
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3 results on '"Bas Lastdrager"'

1. Claisen self-condensation/decarboxylation as the key steps in the synthesis of C2-symmetrical 1,7-dioxaspiro[5.5]undecanes

Author

Bas Lastdrager, Herman S. Overkleeft, Gijsbert A. van der Marel, and Mattie S. M. Timmer

Subjects
Decarboxylation, Chemistry, Organic Chemistry, Drug Discovery, Organic chemistry, Self-condensation, Biochemistry
Abstract

A convenient method for the synthesis of functionalised 1,7-dioxaspiro[5.5]undecanes using acid-catalysed spiroketalisations of substituted dihydroxyketones is described. The dihydroxyketones were readily prepared from appropriately substituted hydroxy esters via Claisen self-condensation followed by decarboxylation.

Published
2005

2. A versatile approach to the synthesis of highly functionalised carbocycles

Author

Gijs A. van der Marel, Huib Ovaa, Herman S. Overkleeft, Jacques H. van Boom, Jeroen D. C. Codée, and Bas Lastdrager

Subjects
Ring-closing metathesis, Chemistry, Organic Chemistry, Drug Discovery, Wittig reaction, Organic chemistry, Sigmatropic reaction, Metathesis, Biochemistry
Abstract

A synthetic route towards conduramine and carbasugar derivatives based on the transformation ( i.e. two-carbon Wittig olefination and ester reduction) of the Vasella rearrangement product derived from D-galactose followed by either a [3,3] Overman or a [2,3]-Wittig-Still sigmatropic rearrangement, and subsequent ring-closing metathesis, is presented.

Published
1999

3. A stereoselective and efficient route to (3S, 4R, 5S)-(+)-4,5-dihydroxycyclopent-1-en-3-ylamine: the side chain of the hypermodified nucleoside Q

Author

Bas Lastdrager, Gijsbert A. van der Marel, Jeroen D. C. Codée, Herman S. Overkleeft, Jacques H. van Boom, and Huib Ovaa

Subjects
Diene, Stereochemistry, Organic Chemistry, Queuosine, Metathesis, Biochemistry, Overman rearrangement, chemistry.chemical_compound, Ring-closing metathesis, chemistry, Drug Discovery, Side chain, Moiety, Nucleoside Q
Abstract

A stereoselective and high yielding route is described to a suitably protected derivative of (3S, 4R, 5S)-(+)-3-amino-4,5-dihydroxycyclopent-1-ene, the side chain moiety of queuosine. The synthetic route comprises a ring-closing metathesis (RCM) of a mannofuranose-derived diene followed by Overman rearrangement.

Published
1998

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