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 Synthesis of the eight enantiomerically pure diastereomers of the 12-F(2)-isoprostanes.

Literature DB >> 12405840

Synthesis of the eight enantiomerically pure diastereomers of the 12-F(2)-isoprostanes.

Douglass F Taber¹, Ming Xu, John C Hartnett.

Abstract

Syntheses of the eight enantiomerically pure diastereomers of the 12-F(2)-isoprostanes (4-11) are described. The key steps included rhodium-mediated intramolecular cyclopropanation and enzymatic resolution of the racemic diol 12.

Entities: Chemical

Mesh：

Substances：
Isoprostanes

Year: 2002 PMID： 12405840 DOI： 10.1021/ja020816v

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

Keyword Cloud
Cited

6 in total

1. A new approach to the synthesis of polyunsaturated deuterated isoprostanes: total synthesis of d4-5-epi-8,12-iso-iPF3alpha-VI and d4-8,12-iso-iPF3alpha-VI.

Authors: Chih-Tsung Chang; Pranav Patel; Vivek Gore; Wen-Liang Song; John A Lawson; William S Powell; Garret A Fitzgerald; Joshua Rokach
Journal: Bioorg Med Chem Lett Date: 2009-09-29 Impact factor: 2.823

2. Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.

Authors: Craig E Stivala; Armen Zakarian
Journal: J Am Chem Soc Date: 2011-07-15 Impact factor: 15.419

3. Rh-catalyzed intermolecular reactions of cyclic α-diazocarbonyl compounds with selectivity over tertiary C-H bond migration.

Authors: Andrew DeAngelis; Olga Dmitrenko; Joseph M Fox
Journal: J Am Chem Soc Date: 2012-06-19 Impact factor: 15.419

Synthesis of the eight enantiomerically pure diastereomers of the 12-F(2)-isoprostanes.

1. A new approach to the synthesis of polyunsaturated deuterated isoprostanes: total synthesis of d4-5-epi-8,12-iso-iPF3alpha-VI and d4-8,12-iso-iPF3alpha-VI.

2. Highly enantioselective direct alkylation of arylacetic acids with chiral lithium amides as traceless auxiliaries.

3. Rh-catalyzed intermolecular reactions of cyclic α-diazocarbonyl compounds with selectivity over tertiary C-H bond migration.

4. A model study toward the total synthesis of N-deacetyllappaconitine.

5. Preparation of the Major Urinary Metabolite of (-)-Prostaglandin E(2).

6. First total synthesis of the pro-resolving lipid mediator 7(S),12(R),13(S)-Resolvin T2 and its 13(R)-epimer.