Literature DB >> 17730226

Acyclic stereocontrol through the aldol condensation.

C H Heathcock.   

Abstract

For the scientist who wishes to synthesize complex organic compounds, the most difficult problem is often establishing the correct configuration at the various chiral centers as the synthesis is being carried out. In the past decade, there has been an increasing effort to find direct solutions to this problem, which is particularly acute in the synthesis of acyclic and other conformationally flexible molecules. One of the oldest organic reactions, the aldol condensation, is emerging as a powerful tool for use in achieving such stereocontrol.

Year:  1981        PMID: 17730226     DOI: 10.1126/science.214.4519.395

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  8 in total

1.  Formation of C-C Bonds via Catalytic Hydrogenation and Transfer Hydrogenation: Vinylation, Allylation, and Enolate Addition of Carbonyl Compounds and Imines.

Authors:  Ryan L Patman; John F Bower; In Su Kim; Michael J Krische
Journal:  Aldrichimica Acta       Date:  2008       Impact factor: 3.667

2.  Diastereoselective, three-component cascade synthesis of tetrahydrofurans and tetrahydropyrans employing the tandem Mukaiyama aldol-lactonization process.

Authors:  T Andrew Mitchell; Cunxiang Zhao; Daniel Romo
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

3.  Gas-phase base-catalyzed Claisen-Schmidt reactions of the acetone enolate anion with various para-substituted benzaldehydes.

Authors:  G W Haas; M L Gross
Journal:  J Am Soc Mass Spectrom       Date:  1996-01       Impact factor: 3.109

4.  Diastereo- and Enantioselective Reductive Aldol Addition of Vinyl Ketones via Catalytic Hydrogenation.

Authors:  Soo Bong Han; Abbas Hassan; Michael J Krische
Journal:  Synthesis (Stuttg)       Date:  2008-09-01       Impact factor: 3.157

5.  Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

Authors:  Cole C Meyer; Eliezer Ortiz; Michael J Krische
Journal:  Chem Rev       Date:  2020-03-19       Impact factor: 60.622

6.  SmI2-promoted Reformatsky-type coupling reactions in exceptionally hindered contexts.

Authors:  Brian A Sparling; Ryan M Moslin; Timothy F Jamison
Journal:  Org Lett       Date:  2008-02-27       Impact factor: 6.005

7.  On the Mechanism of the Asymmetric Aldol Addition of Chiral N-Amino Cyclic Carbamate Hydrazones: Evidence of Non-Curtin-Hammett Behavior.

Authors:  Md Nasir Uddin; John D Knight; Ettore J Rastelli; Chirine Soubra-Ghaoui; Thomas A Albright; Chia-Hua Wu; Judy I Wu; Don M Coltart
Journal:  Chemistry       Date:  2019-10-25       Impact factor: 5.236

8.  Confinement-Controlled, Either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes.

Authors:  Tynchtyk Amatov; Nobuya Tsuji; Rajat Maji; Lucas Schreyer; Hui Zhou; Markus Leutzsch; Benjamin List
Journal:  J Am Chem Soc       Date:  2021-08-26       Impact factor: 15.419

  8 in total

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