Literature DB >> 19243131

Total synthesis of (-)-lycorine and (-)-2-epi-lycorine by asymmetric conjugate addition cascade.

Ken-Ichi Yamada1, Mitsuaki Yamashita, Takaaki Sumiyoshi, Katsumi Nishimura, Kiyoshi Tomioka.   

Abstract

Total syntheses of (-)-lycorine and (-)-2-epi-lycorine were accomplished using chiral ligand-controlled asymmetric cascade conjugate addition methodology, which enables the formation of two C-C bonds and three stereogenic centers in one pot to give synthetically useful chiral cyclohexane derivatives.

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Year:  2009        PMID: 19243131     DOI: 10.1021/ol9003564

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Chemoenzymatic synthesis of Amaryllidaceae constituents and biological evaluation of their C-1 analogues. The next generation synthesis of 7-deoxypancratistatin and trans-dihydrolycoricidine.

Authors:  Jonathan Collins; Uwe Rinner; Michael Moser; Tomas Hudlicky; Ion Ghiviriga; Anntherese E Romero; Alexander Kornienko; Dennis Ma; Carly Griffin; Siyaram Pandey
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

2.  Development of a 2-aza-Cope-[3 + 2] dipolar cycloaddition strategy for the synthesis of quaternary proline scaffolds.

Authors:  Michael P McCormack; Tamila Shalumova; Joseph M Tanski; Stephen P Waters
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

3.  Standardization of the ethanolic extract of Crinum latifolium leaves by two bioactive markers with antiproliferative activity against TGF-β-promoted prostate stromal cells (WPMY-1).

Authors:  Wisuwat Thongphichai; Tamonwan Uttarawichien; Pithi Chanvorachote; Supaporn Pitiporn; Todsaphol Charoen-Ame; Pakakrong Kwankhao; Pasarapa Towiwat; Suchada Sukrong
Journal:  BMC Complement Med Ther       Date:  2022-05-18

Review 4.  Total synthesis of natural products using hypervalent iodine reagents.

Authors:  Gaëtan Maertens; Chloé L'Homme; Sylvain Canesi
Journal:  Front Chem       Date:  2015-01-05       Impact factor: 5.221

Review 5.  Lycorine: A prospective natural lead for anticancer drug discovery.

Authors:  Mridul Roy; Long Liang; Xiaojuan Xiao; Peifu Feng; Mao Ye; Jing Liu
Journal:  Biomed Pharmacother       Date:  2018-08-14       Impact factor: 6.529

Review 6.  Biotechnological Approaches to Optimize the Production of Amaryllidaceae Alkaloids.

Authors:  Manoj Koirala; Vahid Karimzadegan; Nuwan Sameera Liyanage; Natacha Mérindol; Isabel Desgagné-Penix
Journal:  Biomolecules       Date:  2022-06-25

7.  Transannular Approach to 2,3-Dihydropyrrolo[1,2-b]isoquinolin-5(1H)-ones through Brønsted Acid-Catalyzed Amidohalogenation.

Authors:  Estefanía Capel; Javier Luis-Barrera; Ana Sorazu; Uxue Uria; Liher Prieto; Efraím Reyes; Luisa Carrillo; Jose L Vicario
Journal:  J Org Chem       Date:  2022-07-26       Impact factor: 4.198

8.  Short, enantioselective, gram-scale synthesis of (-)-zephyranthine.

Authors:  Yuxiang Zhao; Yanren Zhu; Guolan Ma; Qi Wei; Shaoxiong Yang; Xiaoyu Zeng; Hongbin Zhang; Jingbo Chen
Journal:  Chem Sci       Date:  2021-06-21       Impact factor: 9.825

  8 in total

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