Literature DB >> 12000305

Concise, stereoselective syntheses of cis-nemorensic acid and 4-hydroxy-cis-nemorensic acid via tandem carbonyl ylide formation-cycloaddition.

David M Hodgson1, Thomas D Avery, Andrew C Donohue.   

Abstract

[reaction: see text] 1,3-Dipolar cycloaddition of propargyl bromide with the carbonyl ylide derived from 6-diazoheptane-2,5-dione is the key step in concise syntheses of cis-nemorensic acid and 4-hydroxy-cis-nemorensic acid.

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Year:  2002        PMID: 12000305     DOI: 10.1021/ol025917c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Recent Advances in the Stereoselective Synthesis of Tetrahydrofurans.

Authors:  John P Wolfe; Michael B Hay
Journal:  Tetrahedron       Date:  2007-01-08       Impact factor: 2.457

2.  Lewis acid-promoted alpha-hydroxy beta-dicarbonyl to alpha-ketol ester rearrangement.

Authors:  Xuechuan Hong; José M Mejía-Oneto; Albert Padwa
Journal:  Tetrahedron Lett       Date:  2006-11-20       Impact factor: 2.415

3.  An Approach Toward Oxidopyrylium Ylides Using Rh(II)-Catalyzed Cyclization Chemistry.

Authors:  Albert Padwa; Jutatip Boonsombat; Paitoon Rashatasakhon
Journal:  Tetrahedron Lett       Date:  2007-08-20       Impact factor: 2.415

4.  The Rhodium(II) Carbenoid Cyclization-Cycloaddition Cascade of alpha-Diazo Dihydroindolinones for the Synthesis of Novel Azapolycyclic Ring Systems.

Authors:  Dylan B England; James M Eagan; Gokce Merey; Olcay Anac; Albert Padwa
Journal:  Tetrahedron       Date:  2008-02-04       Impact factor: 2.457

  4 in total

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