Literature DB >> 24215279

2-Methylenetetrahydropyrans: efficient partners in the carbonyl ene reaction.

Guohua Liang1, Dakin T Sharum, Troy Lam, Nancy I Totah.   

Abstract

The carbonyl ene reaction of 2-methylenetetrahydropyrans provides a rapid, high yielding route for the preparation of β-hydroxydihydropyrans under mild conditions. This process provides a new entry for the synthesis of 2-substituted tetrahydropyrans and for the direct introduction of oxygen heterocycles into molecular frameworks.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 24215279      PMCID: PMC3946575          DOI: 10.1021/ol402843s

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


  11 in total

1.  Synthesis and Uses of exo-Glycals.

Authors:  Claude Taillefumier; Yves Chapleur
Journal:  Chem Rev       Date:  2004-01       Impact factor: 60.622

Review 2.  exo-Glycal chemistry: general aspects and synthetic applications for biochemical use.

Authors:  Chun-Hung Lin; Hui-Chang Lin; Wen-Bin Yang
Journal:  Curr Top Med Chem       Date:  2005       Impact factor: 3.295

3.  Asymmetric catalysis of hetero-ene reactions with tridentate Schiff base chromium(III) complexes.

Authors:  Rebecca T Ruck; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2002-03-27       Impact factor: 15.419

4.  A new self-condensation product of biacetyl.

Authors:  R Shapiro; J Hachmann; R Wahl
Journal:  J Org Chem       Date:  1966-08       Impact factor: 4.354

5.  Kishner's reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran, a highly reactive ene in the ene reaction.

Authors:  William H Miles; Elizabeth A Dethoff; Hannah H Tuson; Gözde Ulas
Journal:  J Org Chem       Date:  2005-04-01       Impact factor: 4.354

6.  A one-pot synthesis of beta-C-glucopyranosides from exo-glucal, p-tolylsulfenyl chloride, an alpha-methoxyalkene, and an external nucleophile.

Authors:  Hui Liu; Irina P Smoliakova; Leonid N Koikov
Journal:  Org Lett       Date:  2002-10-31       Impact factor: 6.005

7.  Asymmetric hetero-ene reactions of trimethylsilyl enol ethers catalyzed by tridentate Schiff base chromium(III) complexes.

Authors:  Rebecca T Ruck; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2003-10-13       Impact factor: 15.336

8.  A modular approach to marine macrolide construction. 4. Assembly of C36-C51 and C29-C44 building blocks and evaluation of key coupling reactions targeting spongistatin 1 (altohyrtin A).

Authors:  Stephane Ciblat; Jungchul Kim; Catherine A Stewart; Jizhou Wang; Pat Forgione; Dean Clyne; Leo A Paquette
Journal:  Org Lett       Date:  2007-02-15       Impact factor: 6.005

9.  New reactions of 2-methylenetetrahydropyrans. A three component coupling protocol for the synthesis of tetrahydropyranyl ketides.

Authors:  Guohua Liang; Laura J Bateman; Nancy I Totah
Journal:  Chem Commun (Camb)       Date:  2009-09-23       Impact factor: 6.222

10.  Synthesis of haptens and development of an immunoassay for the olive fruit fly pheromone.

Authors:  Afroditi Neokosmidi; Valentine Ragoussis; Christos Zikos; Maria Paravatou-Petsotas; Evangelia Livaniou; Nikitas Ragoussis; Gregory Evangelatos
Journal:  J Agric Food Chem       Date:  2004-07-14       Impact factor: 5.279

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.