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Literature DB >> 11073675

Total synthesis of (+)-7-deoxypancratistatin from furan.

J L Aceña¹, O Arjona, M L León, J Plumet.

Abstract

A new total synthesis of (+)-7-deoxypancratistatin 1 has been accomplished in 19 steps (8% overall yield) from two readly available compounds, furan and trans-1,2-bis(phenylsulfonyl)ethylene.

Entities: Chemical

Mesh：

Substances：

Year: 2000 PMID： 11073675 DOI： 10.1021/ol000268v

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

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Cited

9 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

Review 2. Chemistry, biology, and medicinal potential of narciclasine and its congeners.

Authors: Alexander Kornienko; Antonio Evidente
Journal: Chem Rev Date: 2008-05-20 Impact factor: 60.622

3. Enantioselective total synthesis of (-)-jiadifenolide.

Authors: Jing Xu; Lynnie Trzoss; Weng K Chang; Emmanuel A Theodorakis
Journal: Angew Chem Int Ed Engl Date: 2011-03-11 Impact factor: 15.336

4. Enantioselective Synthesis of Isocarbostyril Alkaloids and Analogs Using Catalytic Dearomative Functionalization of Benzene.

Authors: Tanner W Bingham; Lucas W Hernandez; Daniel G Olson; Riley L Svec; Paul J Hergenrother; David Sarlah
Journal: J Am Chem Soc Date: 2018-12-20 Impact factor: 15.419

Total synthesis of (+)-7-deoxypancratistatin from furan.

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

Review 2. Chemistry, biology, and medicinal potential of narciclasine and its congeners.

3. Enantioselective total synthesis of (-)-jiadifenolide.

4. Enantioselective Synthesis of Isocarbostyril Alkaloids and Analogs Using Catalytic Dearomative Functionalization of Benzene.

Review 5. Chemical and biological aspects of Narcissus alkaloids.

6. An efficient synthesis of (+/-)-Lycoricidine featuring a Stille-IMDAF cycloaddition cascade.

7. Synthesis of some members of the hydroxylated phenanthridone subclass of the Amaryllidaceae alkaloid family.

8. Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene.

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