Literature DB >> 18800131

Natural products as inspiration for the development of asymmetric catalysis.

Justin T Mohr1, Michael R Krout, Brian M Stoltz.   

Abstract

Biologically active natural products often contain particularly challenging structural features and functionalities in terms of synthesis. Perhaps the greatest difficulties are those caused by issues of stereochemistry. A useful strategy for synthesizing such molecules is to devise methods of bond formation that provide opportunities for using enantioselective catalysis. In using this tactic, the desire for a particular target structure ultimately drives the development of catalytic methods. New enantioselective catalytic methods contribute to a greater fundamental understanding of how bonds can be constructed and lead to valuable synthetic technologies that are useful for a variety of applications.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18800131      PMCID: PMC2562237          DOI: 10.1038/nature07370

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  52 in total

1.  Catalytic Asymmetric Friedel-Crafts Alkylation of beta,gamma-Unsaturated alpha-Ketoesters: Enantioselective Addition of Aromatic C-H Bonds to Alkenes This work was made possible by a grant from the Danish National Research Foundation.

Authors:  Kim B. Jensen; Jacob Thorhauge; Rita G. Hazell; Karl Anker Jørgensen
Journal:  Angew Chem Int Ed Engl       Date:  2001-01-05       Impact factor: 15.336

2.  The asymmetric intramolecular Heck reaction in natural product total synthesis.

Authors:  Amy B Dounay; Larry E Overman
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

3.  Highly enantioselective catalytic acyl-pictet-spengler reactions.

Authors:  Mark S Taylor; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2004-09-01       Impact factor: 15.419

Review 4.  Asymmetric catalysis: an enabling science.

Authors:  Barry M Trost
Journal:  Proc Natl Acad Sci U S A       Date:  2004-02-27       Impact factor: 11.205

5.  The enantioselective Tsuji allylation.

Authors:  Douglas C Behenna; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2004-11-24       Impact factor: 15.419

Review 6.  Practical methodologies for the synthesis of indoles.

Authors:  Guy R Humphrey; Jeffrey T Kuethe
Journal:  Chem Rev       Date:  2006-07       Impact factor: 60.622

7.  Catalytic asymmetric Pictet-Spengler reactions via sulfenyliminium ions.

Authors:  Martin J Wanner; Richard N S van der Haas; Kimberly R de Cuba; Jan H van Maarseveen; Henk Hiemstra
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

8.  Asymmetric Total Synthesis of Fluvirucinine A(1).

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-12-03       Impact factor: 15.336

9.  Total synthesis of the strychnos alkaloid (+)-minfiensine: tandem enantioselective intramolecular Heck-iminium ion cyclization.

Authors:  Amy B Dounay; Philip G Humphreys; Larry E Overman; Aaron D Wrobleski
Journal:  J Am Chem Soc       Date:  2008-02-28       Impact factor: 15.419

10.  Cross-couplings of unactivated secondary alkyl halides: room-temperature nickel-catalyzed Negishi reactions of alkyl bromides and iodides.

Authors:  Jianrong Steve Zhou; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2003-12-03       Impact factor: 15.419

View more
  18 in total

Review 1.  Enantioselective protonation.

Authors:  Justin T Mohr; Allen Y Hong; Brian M Stoltz
Journal:  Nat Chem       Date:  2009-08       Impact factor: 24.427

2.  Folded biomimetic oligomers for enantioselective catalysis.

Authors:  Galia Maayan; Michael D Ward; Kent Kirshenbaum
Journal:  Proc Natl Acad Sci U S A       Date:  2009-08-10       Impact factor: 11.205

3.  Palladium-Catalyzed Asymmetric Alkylation in the Synthesis of Cyclopentanoid and Cycloheptanoid Core Structures Bearing All-Carbon Quaternary Stereocenters.

Authors:  Allen Y Hong; Nathan B Bennett; Michael R Krout; Thomas Jensen; Andrew M Harned; Brian M Stoltz
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

4.  A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

5.  Enantioselective decarboxylative alkylation reactions: catalyst development, substrate scope, and mechanistic studies.

Authors:  Douglas C Behenna; Justin T Mohr; Nathaniel H Sherden; Smaranda C Marinescu; Andrew M Harned; Kousuke Tani; Masaki Seto; Sandy Ma; Zoltán Novák; Michael R Krout; Ryan M McFadden; Jennifer L Roizen; John A Enquist; David E White; Samantha R Levine; Krastina V Petrova; Akihiko Iwashita; Scott C Virgil; Brian M Stoltz
Journal:  Chemistry       Date:  2011-11-14       Impact factor: 5.236

6.  Capturing the essence of organic synthesis: from bioactive natural products to designed molecules in today's medicine.

Authors:  Arun K Ghosh
Journal:  J Org Chem       Date:  2010-10-11       Impact factor: 4.354

7.  Ring-contraction strategy for the practical, scalable, catalytic asymmetric synthesis of versatile γ-quaternary acylcyclopentenes.

Authors:  Allen Y Hong; Michael R Krout; Thomas Jensen; Nathan B Bennett; Andrew M Harned; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-24       Impact factor: 15.336

8.  Enantioselective total synthesis of (+)-cassiol.

Authors:  Krastina V Petrova; Justin T Mohr; Brian M Stoltz
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

9.  Catalytic enantioselective approach to the eudesmane sesquiterpenoids: total synthesis of (+)-carissone.

Authors:  Samantha R Levine; Michael R Krout; Brian M Stoltz
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

10.  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
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.