Literature DB >> 17592853

Total synthesis of spirotryprostatin B via diastereoselective prenylation.

Barry M Trost1, Dylan T Stiles.   

Abstract

Spirotryprostatin B was synthesized in eight steps, utilizing an efficient palladium-catalyzed prenylation reaction to construct the quaternary C3 stereocenter. The decarboxylation-alkylation of a series of substituted beta-keto esters is described, demonstrating the broad scope of this class of pronucleophiles and allylating agents.

Entities:  

Mesh：

Substances：

Year:  2007        PMID： 17592853     DOI： 10.1021/ol070971k

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


  13 in total

1.  Deacylative allylation: allylic alkylation via retro-Claisen activation.

Authors:  Alexander J Grenning; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2011-08-24       Impact factor: 15.419

2.  Terminating Catalytic Asymmetric Heck Cyclizations by Stereoselective Intramolecular Capture of η-Allylpalladium Intermediates: Total Synthesis of (-)-Spirotryprostatin B and Three Stereoisomers.

Authors:  Larry E Overman; Mark D Rosen
Journal:  Tetrahedron       Date:  2010-08-14       Impact factor: 2.457

3.  Chiral Brønsted base-promoted nitroalkane alkylation: enantioselective synthesis of sec-alkyl-3-substituted indoles.

Authors:  Mark C Dobish; Jeffrey N Johnston
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

Review 4.  Natural products synthesis: enabling tools to penetrate Nature's secrets of biogenesis and biomechanism.

Authors:  Robert M Williams
Journal:  J Org Chem       Date:  2011-04-12       Impact factor: 4.354

Review 5.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

6.  New Tricks in Amino Acid Synthesis: Applications to Complex Natural Products.

Authors:  Robert M Williams; Cameron M Burnett
Journal:  ACS Symp Ser Am Chem Soc       Date:  2009-06-14

7.  Palladium-catalyzed decarboxylative asymmetric allylic alkylation of enol carbonates.

Authors:  Barry M Trost; Jiayi Xu; Thomas Schmidt
Journal:  J Am Chem Soc       Date:  2009-12-30       Impact factor: 15.419

8.  Metal Catalyzed Allylic Alkylation: Its Development in the Trost Laboratories.

Authors:  Barry M Trost
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

9.  The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis.

Authors:  Allen Y Hong; Brian M Stoltz
Journal:  European J Org Chem       Date:  2013-05-01

10.  SYNTHETIC STUDIES ON MPC1001: A DIPOLAR CYCLOADDITION APPROACH TO THE PYRROLIDINE RING SYSTEM.

Authors:  Paul T Schuber; Robert M Williams
Journal:  Heterocycles       Date:  2012-01-01       Impact factor: 0.831
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.