Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 New reactions of 2-methylenetetrahydropyrans. A three component coupling protocol for the synthesis of tetrahydropyranyl ketides.

Literature DB >> 19841808

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

Guohua Liang¹, Laura J Bateman, Nancy I Totah.

Abstract

Three component coupling of a 2-methylenetetrahydropyran, an activated aldehyde or ketone and a secondary nucleophile provides an efficient preparation of tetrahydropyranyl ketides, a unit common to many complex natural products.

Entities: Chemical Gene

Mesh：

Substances：

Year: 2009 PMID： 19841808 PMCID： PMC4335680 DOI： 10.1039/b916190b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

14 in total

1. Synthesis and Uses of exo-Glycals.

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

2. Spirastrellolide B reveals the absolute configuration of the spirastrellolide macrolide core.

Authors: Kaoru Warabi; David E Williams; Brian O Patrick; Michel Roberge; Raymond J Andersen
Journal: J Am Chem Soc Date: 2007-01-24 Impact factor: 15.419

3. Synthesis and preliminary chemotherapeutic evaluation of the fully C-linked glucuronide of N-(4-hydroxyphenyl)retinamide.

Authors: Joel R Walker; Galal Alshafie; Nirca Nieves; Jamie Ahrens; Margaret Clagett-Dame; Hussein Abou-Issa; Robert W Curley
Journal: Bioorg Med Chem Date: 2006-01-10 Impact factor: 3.641

Review 4. 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

5. 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

10. Stereoselective C-glycosylation reactions of pyranoses: the conformational preference and reactions of the mannosyl cation.

Authors: Claudia G Lucero; K A Woerpel
Journal: J Org Chem Date: 2006-03-31 Impact factor: 4.354

1 in total

1. 2-Methylenetetrahydropyrans: efficient partners in the carbonyl ene reaction.

Authors: Guohua Liang; Dakin T Sharum; Troy Lam; Nancy I Totah
Journal: Org Lett Date: 2013-11-11 Impact factor: 6.005

1 in total

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

1. Synthesis and Uses of exo-Glycals.

2. Spirastrellolide B reveals the absolute configuration of the spirastrellolide macrolide core.

3. Synthesis and preliminary chemotherapeutic evaluation of the fully C-linked glucuronide of N-(4-hydroxyphenyl)retinamide.

Review 4. exo-Glycal chemistry: general aspects and synthetic applications for biochemical use.

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

6. TiCl4-promoted multicomponent reaction: a new entry to functionalized alpha-amino acids.

7. Total synthesis of the epidermal growth factor inhibitor (-)-reveromycin B.

Review 8. Convergent strategies for the total synthesis of polycyclic ether marine metabolites.

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

10. Stereoselective C-glycosylation reactions of pyranoses: the conformational preference and reactions of the mannosyl cation.

1. 2-Methylenetetrahydropyrans: efficient partners in the carbonyl ene reaction.