Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization.

Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization. Research Abstract Details 

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Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization. Abstract Text:

Sylvain Broussy,Herbert Waldmann,Sylvain Broussy,Herbert Waldmann,

A solid-phase tandem ene-reaction/intramolecular Sakurai cyclization sequence has been developed to synthesize highly substituted tetrahydropyran derivatives in two steps from aldehydes and with complete control of the relative stereochemistry of the three newly formed stereocenters. The compounds are obtained with high purity after release from the solid support and can be easily isolated in multimilligram amounts. Moreover, we have shown that asymmetric induction is possible on solid phase and that enantiomerically pure tetrahydropyrans containing four stereocenters can be effectively synthesized with this method.

Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization. Publishing Authors By Initials

S Broussy,H Waldmann,S Broussy,H Waldmann,

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Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of combinatorial chemistry

VOLUME: 9

Page Numbers: 1138-43

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ISSN: 1520-4766

DAY: 13

MONTH: 10

YEAR: 2007

Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization. Information

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LANGUAGE: eng

NlmUniqueID: 100886263

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Grant and Affiliation Information for Solid Phase Synthesis of Highly Substituted Tetrahydropyrans by Tandem ene-Reaction/Intramolecular Sakurai Cyclization.

AFFILIATION: herbert.waldmann@mpi-dortmund.mpg.de.

Country: United States

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MEDLINETA: J Comb Chem

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