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 Radical-mediated dimerization and oxidation reactions for the synthesis of complex alkaloids.

Literature DB >> 22871281

Radical-mediated dimerization and oxidation reactions for the synthesis of complex alkaloids.

Stephen P Lathrop¹, Justin Kim, Mohammad Movassaghi.

Abstract

Concise and general strategies for radical-based dimerization of cyclotryptamine and cyclotryptophan derivatives in addition to radical-based oxidation of structurally complex diketopiperazines are discussed. The impact of these radical-based chemistries on the rapid generation of molecular complexity is highlighted using representative examples from recent complex homodimeric alkaloid total syntheses. Additionally, a new and general strategy for radical-based directed heterodimerization of cyclotryptamine substructures via solvent-caged unsymmetrical diazene fragmentation is discussed.

Entities: Chemical Gene Species

Mesh：

Substances：
Alkaloids
Free Radicals

Year: 2012 PMID： 22871281 PMCID： PMC3507436 DOI： 10.2533/chimia.2012.389

Source DB: PubMed Journal: Chimia (Aarau) ISSN： 0009-4293 Impact factor: 1.509

18 in total

1. General approach to epipolythiodiketopiperazine alkaloids: total synthesis of (+)-chaetocins A and C and (+)-12,12'-dideoxychetracin A.

Authors: Justin Kim; Mohammad Movassaghi
Journal: J Am Chem Soc Date: 2010-10-20 Impact factor: 15.419

Review 2. Biogenetically inspired syntheses of alkaloid natural products.

Authors: Justin Kim; Mohammad Movassaghi
Journal: Chem Soc Rev Date: 2009-09-23 Impact factor: 54.564

3. Total synthesis of (+)-chaetocin and its analogues: their histone methyltransferase G9a inhibitory activity.

Authors: Eriko Iwasa; Yoshitaka Hamashima; Shinya Fujishiro; Eisuke Higuchi; Akihiro Ito; Minoru Yoshida; Mikiko Sodeoka
Journal: J Am Chem Soc Date: 2010-03-31 Impact factor: 15.419

4. Structure, bioactivity and synthesis of natural products with hexahydropyrrolo[2,3-b]indole.

Authors: Pau Ruiz-Sanchis; Svetlana A Savina; Fernando Albericio; Mercedes Álvarez
Journal: Chemistry Date: 2011-01-12 Impact factor: 5.236

5. Thermolysis of free-radical initiators: tert-butylazocumene and its 1,3- and 1,4-bisazo and 1,3,5-trisazo analogues.

Authors: P S Engel; L Pan; Y Ying; L B Alemany
Journal: J Am Chem Soc Date: 2001-04-25 Impact factor: 15.419

6. Total synthesis of all (-)-Agelastatin alkaloids.

Authors: Mohammad Movassaghi; Dustin S Siegel; Sunkyu Han
Journal: Chem Sci Date: 2010-01-01 Impact factor: 9.825

7. Total synthesis guided structure elucidation of (+)-psychotetramine.

Authors: Klement Foo; Timothy Newhouse; Ikue Mori; Hiromitsu Takayama; Phil S Baran
Journal: Angew Chem Int Ed Engl Date: 2011-02-17 Impact factor: 15.336

8. Total synthesis of (+/-)-pentacycloanammoxic acid.

Authors: Vincent Mascitti; E J Corey
Journal: J Am Chem Soc Date: 2004-12-08 Impact factor: 15.419

9. Total synthesis of (+)-11,11'-dideoxyverticillin A.

Authors: Justin Kim; James A Ashenhurst; Mohammad Movassaghi
Journal: Science Date: 2009-04-10 Impact factor: 47.728

10. Stereocontrolled and versatile total synthesis of bispyrrolidinoindoline diketopiperazine alkaloids: structural revision of the fungal isolate (+)-asperdimin.

Authors: Carlos Pérez-Balado; Paula Rodríguez-Graña; Angel R de Lera
Journal: Chemistry Date: 2009-09-28 Impact factor: 5.236

6 in total

1. Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A.

Authors: Richard P Loach; Owen S Fenton; Mohammad Movassaghi
Journal: J Am Chem Soc Date: 2016-01-19 Impact factor: 15.419