Literature DB >> 12404360

Enantioselective Construction of Quaternary Stereocenters.

Jens Christoffers1, Alexander Mann.   

Abstract

The stereoselective formation of C-C bonds is of great importance for the synthesis of enantiomerically pure natural products and pharmaceuticals. A broad repertoire of chiral auxiliaries, reagents, and catalysts can be utilized for the reliable generation of tertiary stereocenters. In contrast, the synthesis of organic compounds with quaternary stereocenters is a much more demanding and challenging task. Every enantioselective synthetic method can demonstrate its value through the generation of a fully substituted carbon center. In this Minireview examples of newer stoichiometric and catalytic methods are summarized which have proved their suitability for the enantioselective construction of quaternary stereocenters.

Entities:  

Year:  2001        PMID: 12404360     DOI: 10.1002/1521-3773(20011217)40:24<4591::aid-anie4591>3.0.co;2-v

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


  45 in total

1.  Total synthesis of asperazine.

Authors:  S P Govek; L E Overman
Journal:  J Am Chem Soc       Date:  2001-09-26       Impact factor: 15.419

2.  High-Throughput Screening of the Asymmetric Decarboxylative Alkylation Reaction of Enolate-Stabilized Enol Carbonates.

Authors:  Nolan T McDougal; Scott C Virgil; Brian M Stoltz
Journal:  Synlett       Date:  2010-01-01       Impact factor: 2.454

3.  An organocatalytic asymmetric Nazarov cyclization.

Authors:  Ashok K Basak; Naoyuki Shimada; William F Bow; David A Vicic; Marcus A Tius
Journal:  J Am Chem Soc       Date:  2010-06-23       Impact factor: 15.419

4.  Enantioselective Radical Reactions. Formation of Chiral Quaternary Centers.

Authors:  Mukund P Sibi; Liwen He
Journal:  Synlett       Date:  2006-03       Impact factor: 2.454

5.  Nitrenium ion azaspirocyclization-spirodienone cleavage: a new synthetic strategy for the stereocontrolled preparation of highly substituted lactams and N-hydroxy lactams.

Authors:  Duncan J Wardrop; Matthew S Burge
Journal:  J Org Chem       Date:  2005-12-09       Impact factor: 4.354

Review 6.  Enantioselective Tsuji allylations.

Authors:  Justin T Mohr; Brian M Stoltz
Journal:  Chem Asian J       Date:  2007-12-03

7.  Generation of stereochemically defined tetrasubstituted enolborinates by 1,4-hydroboration of α,β-unsaturated morpholine carboxamides with (diisopinocampheyl)borane.

Authors:  Christophe Allais; Andy S Tsai; Philippe Nuhant; William R Roush
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-15       Impact factor: 15.336

8.  Enantioselective Synthesis of Acyclic α-Quaternary Carboxylic Acid Derivatives through Iridium-Catalyzed Allylic Alkylation.

Authors:  Samantha E Shockley; J Caleb Hethcox; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-09       Impact factor: 15.336

9.  Asymmetric Synthesis of All-Carbon Quaternary Spirocycles via a Catalytic Enantioselective Allylic Alkylation Strategy.

Authors:  Samantha E Shockley; J Caleb Hethcox; Brian M Stoltz
Journal:  Tetrahedron Lett       Date:  2017-07-05       Impact factor: 2.415

10.  Enantioselective Synthesis of Vicinal All-Carbon Quaternary Centers via Iridium-Catalyzed Allylic Alkylation.

Authors:  J Caleb Hethcox; Samantha E Shockley; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-11       Impact factor: 15.336

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