Literature DB >> 20704446

Conjugate addition of lithiated methyl pyridines to enones.

Douglass F Taber1, Pengfei Guo, Michael T Pirnot.   

Abstract

Preparatively useful conjugate addition of lithiated methyl pyridines to cyclic and acyclic enones is reported. Addition of 2-picoline to 3-penten-2-one led to a concise synthesis of the alkaloids (+/-)-senepodine G and (+/-)-cermizine C.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20704446      PMCID： PMC2921646          DOI： 10.1021/jo100890s

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  14 in total

1.  Significant acceleration of 6 pi-azaelectrocyclization resulting from a remarkable substituent effect and formal synthesis of the ocular age pigment A2-E by a new method for substituted pyridine synthesis.

Authors:  K Tanaka; H Mori; M Yamamoto; S Katsumura
Journal:  J Org Chem       Date:  2001-05-04       Impact factor: 4.354

2.  Total synthesis of (-)-senepodine G and (-)-cermizine C.

Authors:  Barry B Snider; James F Grabowski
Journal:  J Org Chem       Date:  2007-02-02       Impact factor: 4.354

3.  Organocatalytic asymmetric reaction cascade to substituted cyclohexylamines.

Authors:  Jian Zhou; Benjamin List
Journal:  J Am Chem Soc       Date:  2007-05-27       Impact factor: 15.419

4.  Concise total synthesis of (+/-)-lycopladine A.

Authors:  John E DeLorbe; Monica D Lotz; Stephen F Martin
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

5.  Acetylcholinesterase inhibitory pyridine alkaloids of the leaves of Senna multijuga.

Authors:  Maria A R Serrano; Marcos Pivatto; Welington Francisco; Amanda Danuello; Luis O Regasini; Elaine M C Lopes; Marcia N Lopes; Maria C M Young; Vanderlan S Bolzani
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

6.  Insecticidal sesquiterpene pyridine alkaloids from Maytenus chiapensis.

Authors:  Marvin J Núñez; Ana Guadaño; Ignacio A Jiménez; Angel G Ravelo; Azucena González-Coloma; Isabel L Bazzocchi
Journal:  J Nat Prod       Date:  2004-01       Impact factor: 4.050

7.  Ruthenium catalyzed decarbonylative arylation at sp3 carbon centers in pyrrolidine and piperidine heterocycles.

Authors:  Denis V Gribkov; Stefan J Pastine; Michael Schnürch; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2007-09-06       Impact factor: 15.419

8.  Piperidine and tetrahydropyridine alkaloids from Lobelia siphilitica and Hippobroma longiflora.

Authors:  Julie R Kesting; Inge-Lise Tolderlund; Anders F Pedersen; Matthias Witt; Jerzy W Jaroszewski; Dan Staerk
Journal:  J Nat Prod       Date:  2009-02-27       Impact factor: 4.050

9.  Spatial and temporal patterns of alkaloid variation in the poison frog Oophaga pumilio in Costa Rica and Panama over 30 years.

Authors:  Ralph A Saporito; Maureen A Donnelly; Poonam Jain; H Martin Garraffo; Thomas F Spande; John W Daly
Journal:  Toxicon       Date:  2007-07-04       Impact factor: 3.033

10.  Lipoperoxidation and cyclooxygenase enzyme inhibitory piperidine alkaloids from Cassia spectabilis green fruits.

Authors:  Cláudio Viegas; Dulce H S Silva; Marcos Pivatto; Amanda de Rezende; Ian Castro-Gambôa; Vanderlan S Bolzani; Muraleedharan G Nair
Journal:  J Nat Prod       Date:  2007-11-30       Impact factor: 4.050
View more
  2 in total

1.  Enantioselective approach to quinolizidines: total synthesis of cermizine D and formal syntheses of senepodine G and cermizine C.

Authors:  Nagarathanam Veerasamy; Erik C Carlson; Nathan D Collett; Mrinmoy Saha; Rich G Carter
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

2.  Expedient enantioselective synthesis of cermizine D.

Authors:  Nagarathanam Veerasamy; Erik C Carlson; Rich G Carter
Journal:  Org Lett       Date:  2012-02-28       Impact factor: 6.005
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.