Literature DB >> 21812452

Total synthesis of (-)-leuconicine A and B.

Gopal Sirasani1, Rodrigo B Andrade.   

Abstract

Concise asymmetric total syntheses of Strychnos alkaloids (-)-leuconicine A (14 steps, 9% overall yield) and B (13 steps, 10% overall yield) have been accomplished. Key steps include (1) our sequential one-pot spiro-cyclization/intramolecular aza-Baylis-Hillman method to prepare the ABCE framework; (2) a novel domino acylation/Knoevenagel cyclization to prepare the F-ring; and (3) a Heck cyclization to access the D-ring.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 21812452     DOI: 10.1021/ol202056w

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


  6 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  Biomimetic Total Syntheses of (-)-Leucoridines A and C through the Dimerization of (-)-Dihydrovalparicine.

Authors:  Praveen Kokkonda; Keaon R Brown; Trevor J Seguin; Steven E Wheeler; Shivaiah Vaddypally; Michael J Zdilla; Rodrigo B Andrade
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-28       Impact factor: 15.336

3.  Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols.

Authors:  Yao Jiang; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-04       Impact factor: 15.336

4.  Enantioselective total synthesis of (+)-ibophyllidine via an asymmetric phosphine-catalyzed [3 + 2] annulation.

Authors:  Ian P Andrews; Ohyun Kwon
Journal:  Chem Sci       Date:  2012-05-23       Impact factor: 9.825

5.  Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions.

Authors:  Elisabetta Ronchi; Shauna M Paradine; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2021-05-05       Impact factor: 15.419

6.  Simple organic molecules as catalysts for enantioselective synthesis of amines and alcohols.

Authors:  Daniel L Silverio; Sebastian Torker; Tatiana Pilyugina; Erika M Vieira; Marc L Snapper; Fredrik Haeffner; Amir H Hoveyda
Journal:  Nature       Date:  2013-02-14       Impact factor: 49.962

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.