Literature DB >> 24258849

Total synthesis of the indole alkaloid (±)- and (+)-methyl N-decarbomethoxychanofruticosinate.

Yi Wei1, Duo Zhao, Dawei Ma.   

Abstract

All caged up: The first total synthesis of N-decarbomethoxychanofruticosinate is achieved by using a SmI2 -mediated intramolecular Reformatsky-like reaction to create the seven-membered ring, and an intramolecular oxidative coupling to install the caged and strained ring system.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkaloids; natural products; samarium; strained molecules; total synthesis

Mesh：

Substances：

Year:  2013        PMID： 24258849     DOI： 10.1002/anie.201307788

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  6 in total

Review 1.  Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids.

Authors:  Beau P Pritchett; Brian M Stoltz
Journal:  Nat Prod Rep       Date:  2018-06-20       Impact factor: 13.423

2.  Enantioselective Catalysis Coupled with Stereodivergent Cyclization Strategies Enables Rapid Syntheses of (+)-Limaspermidine and (+)-Kopsihainanine A.

Authors:  Beau P Pritchett; Etienne J Donckele; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-05       Impact factor: 15.336

3.  An Efficient Protocol for the Palladium-catalyzed Asymmetric Decarboxylative Allylic Alkylation Using Low Palladium Concentrations and a Palladium(II) Precatalyst.

Authors:  Alexander N Marziale; Douglas C Duquette; Robert A Craig; Kelly E Kim; Marc Liniger; Yoshitaka Numajiri; Brian M Stoltz
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

4.  Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation.

Authors:  Yiyang Liu; Marc Liniger; Ryan M McFadden; Jenny L Roizen; Jacquie Malette; Corey M Reeves; Douglas C Behenna; Masaki Seto; Jimin Kim; Justin T Mohr; Scott C Virgil; Brian M Stoltz
Journal:  Beilstein J Org Chem       Date:  2014-10-28       Impact factor: 2.883

Review 5.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

Review 6.  Applications of ultrasound in total synthesis of bioactive natural products: A promising green tool.

Authors:  Sasadhar Majhi
Journal:  Ultrason Sonochem       Date:  2021-07-18       Impact factor: 7.491
  6 in total

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