Literature DB >> 15651792

Syntheses of (+)-cytisine, (-)-kuraramine, (-)-isokuraramine, and (-)-jussiaeiine A.

Toshio Honda1, Rie Takahashi, Hidenori Namiki.   

Abstract

Total syntheses of (+)-cytisine, (-)-kuraramine, (-)-isokuraramine, and (-)-jussiaeiine A were achieved via a samarium diiodide-promoted reductive deamination reaction, followed by simultaneous recyclization of a proline derivative to give the corresponding delta-lactam derivative, as a key step.

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Year:  2005        PMID： 15651792     DOI： 10.1021/jo048365f

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


  7 in total

1.  Synthesis and pharmacological evaluation of novel 9- and 10-substituted cytisine derivatives. Nicotinic ligands of enhanced subtype selectivity.

Authors:  Sheela K Chellappan; Yingxian Xiao; Werner Tueckmantel; Kenneth J Kellar; Alan P Kozikowski
Journal:  J Med Chem       Date:  2006-05-04       Impact factor: 7.446

2.  Rhodium(I)-catalyzed allenic carbocyclization reaction affording delta- and epsilon-lactams.

Authors:  Kay M Brummond; Thomas O Painter; Donald A Probst; Branko Mitasev
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

3.  Recent Progress on the Stereoselective Synthesis of Cyclic Quaternary alpha-Amino Acids.

Authors:  Carlos Cativiela; Mario Ordóñez
Journal:  Tetrahedron Asymmetry       Date:  2009-01-30

4.  Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion.

Authors:  Kunihiro Matsumura; Keisuke Nishikawa; Hiroaki Yoshida; Matsumi Doe; Yoshiki Morimoto
Journal:  RSC Adv       Date:  2018-03-21       Impact factor: 3.361

5.  Identification of Anti-Proliferative Compounds from Genista monspessulana Seeds through Covariate-Based Integration of Chemical Fingerprints and Bioactivity Datasets.

Authors:  Luis Díaz; Willy Cely-Veloza; Ericsson Coy-Barrera
Journal:  Molecules       Date:  2022-06-22       Impact factor: 4.927

6.  Diastereoselective synthesis of γ- and δ-lactams from imines and sulfone-substituted anhydrides.

Authors:  Nohemy A Sorto; Michael J Di Maso; Manuel A Muñoz; Ryan J Dougherty; James C Fettinger; Jared T Shaw
Journal:  J Org Chem       Date:  2014-03-07       Impact factor: 4.354

Review 7.  Synthesis of Nitrogen Heterocycles Using Samarium(II) Iodide.

Authors:  Shicheng Shi; Michal Szostak
Journal:  Molecules       Date:  2017-11-21       Impact factor: 4.411
  7 in total

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