Literature DB >> 11554830

Synthesis of (-)-epibatidine.

D A Evans1, K A Scheidt, C W Downey.   

Abstract

The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement. Reaction: see text.

Entities:  

Mesh:

Substances:

Year:  2001        PMID: 11554830     DOI: 10.1021/ol016420q

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


  5 in total

1.  Experimental characterization and computational study of unique C,N-chelated lithium dianions.

Authors:  Jocelyn M Gruver; Scott P West; David B Collum; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

2.  Pd-catalyzed asymmetric β-hydride elimination en route to chiral allenes.

Authors:  Ian T Crouch; Robynne K Neff; Doug E Frantz
Journal:  J Am Chem Soc       Date:  2013-03-19       Impact factor: 15.419

3.  Epibatidine alkaloid chemistry: 5. Domino-Heck reactions of azabicyclic and tricyclic systems.

Authors:  Cigdem Yolacan; Emine Bagdatli; Nüket Ocal; Dieter E Kaufmann
Journal:  Molecules       Date:  2006-08-16       Impact factor: 4.411

4.  Diels-Alder exo selectivity in terminal-substituted dienes and dienophiles: experimental discoveries and computational explanations.

Authors:  Yu-hong Lam; Paul Ha-Yeon Cheong; José M Blasco Mata; Steven J Stanway; Véronique Gouverneur; K N Houk
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

5.  Direct amination of homoenolates catalyzed by N-heterocyclic carbenes.

Authors:  Audrey Chan; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2008-02-09       Impact factor: 15.419

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.