Literature DB >> 18007400

Synthesis of (R)-2-(benzyloxy)-tetrahydro-5,5-dimethylfuran by a new oxidative rearrangement.

David Díez1, Marta G Nuñez, Rosalina F Moro, Narciso M Garrido, Isidro S Marcos, Pilar Basabe, Julio G Urones.   

Abstract

The rearrangement under oxidative conditions of 3-(benzyloxy)-tetrahydro- 2,6,6-trimethyl-2H-pyran-2-carbaldehydes to afford a chiral protected tetrahydrofuran lactol is described.

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Year:  2006        PMID： 18007400      PMCID： PMC6148491          DOI： 10.3390/11120959

Source DB:  PubMed          Journal:  Molecules        ISSN： 1420-3049            Impact factor:   4.411


  16 in total

1.  A Demonstration of the Primary Stereoelectronic Effect in the Baeyer-Villiger Oxidation of alpha-Fluorocyclohexanones The Natural Sciences and Engineering Research Council of Canada (NSERC) is gratefully acknowledged for support of this research in terms of research grants to C.C. and PGS scholarships to A.C.C. We would especially like to thank Professor Scott E. Denmark, Dr. Robert Syvret, and Dr. Claudio Sturino for helpful discussions.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-08-18       Impact factor: 15.336

2.  Enantioselective epoxidation of terminal olefins by chiral dioxirane.

Authors:  H Tian; X She; J Xu; Y Shi
Journal:  Org Lett       Date:  2001-06-14       Impact factor: 6.005

3.  The Baeyer-Villiger reaction: new developments toward greener procedures.

Authors:  G-J ten Brink; I W C E Arends; R A Sheldon
Journal:  Chem Rev       Date:  2004-09       Impact factor: 60.622

4.  Synthesis of (+)-juruenolide c: use of sequential 5-exo-digonal radical cyclization, 1,5-intramolecular hydrogen transfer, and 5-endo-trigonal cyclization.

Authors:  D L Clive; E S Ardelean
Journal:  J Org Chem       Date:  2001-07-13       Impact factor: 4.354

5.  A new specific mechanism for the acid catalysis of the addition step in the Baeyer-Villiger rearrangement.

Authors:  J Raúl Alvarez-Idaboy; Lino Reyes; Julián Cruz
Journal:  Org Lett       Date:  2006-04-27       Impact factor: 6.005

6.  Designing new chiral ketone catalysts. Asymmetric epoxidation of cis-olefins and terminal olefins.

Authors:  Hongqi Tian; Xuegong She; Hongwu Yu; Lianhe Shu; Yian Shi
Journal:  J Org Chem       Date:  2002-04-19       Impact factor: 4.354

7.  Organocatalytic asymmetric epoxidation of olefins by chiral ketones.

Authors:  Yian Shi
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

8.  Ketone-catalyzed asymmetric epoxidation reactions.

Authors:  Dan Yang
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

9.  Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects.

Authors:  Lianhe Shu; Pingzhen Wang; Yonghong Gan; Yian Shi
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005

10.  Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids.

Authors:  Olga Bortolini; Giancarlo Fantin; Marco Fogagnolo; Roberto Forlani; Silvia Maietti; Paola Pedrini
Journal:  J Org Chem       Date:  2002-08-09       Impact factor: 4.354
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