Literature DB >> 11822463

The aldol addition reaction: an old transformation at constant rebirth.

Claudio Palomo1, Mikel Oiarbide, Jesús M García.   

Abstract

The main recent conceptual advances in asymmetric aldol reactions are presented. Methods ranging from stoichiometric chiral auxiliary-mediated to direct, catalytic reactions are covered, including the Mukaiyama aldol reactions which use stoichiometric base and silylating reagents, but catalytic (substoichiometric) amounts of the chiral inductor. The salient features of each new development are noted, paying special attention to practical concerns and to the potential implementation for large scale production. After examination of pros and cons of each strategy, gaps and limitations that deserve further investigation are highlighted.

Year:  2002        PMID: 11822463     DOI: 10.1002/1521-3765(20020104)8:1<36::aid-chem36>3.0.co;2-l

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  9 in total

1.  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

Review 2.  Natural products as inspiration for the development of asymmetric catalysis.

Authors:  Justin T Mohr; Michael R Krout; Brian M Stoltz
Journal:  Nature       Date:  2008-09-18       Impact factor: 49.962

3.  Acetylphosphonate as a surrogate of acetate or acetamide in organocatalyzed enantioselective aldol reactions.

Authors:  Jie Guang; Qunsheng Guo; John Cong-Gui Zhao
Journal:  Org Lett       Date:  2012-05-31       Impact factor: 6.005

4.  Confronting the Challenging Asymmetric Carbonyl 1,2-Addition Using Vinyl Heteroarene Pronucleophiles: Ligand-Controlled Regiodivergent Processes through a Dearomatized Allyl-Cu Species.

Authors:  Yuyang Dong; Alexander W Schuppe; Binh Khanh Mai; Peng Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2022-03-26       Impact factor: 16.383

5.  Dynamic measurements of aqueous lanthanide triflate-catalyzed reactions using luminescence decay.

Authors:  Prabani Dissanayake; Matthew J Allen
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419

6.  Investigations into the use of a polyfluorooctanol as an auxiliary component for an aldol reaction.

Authors:  Jason Eames; Hasina Khanom
Journal:  Molecules       Date:  2004-04-30       Impact factor: 4.411

7.  Air-stable, storable, and highly efficient chiral zirconium catalysts for enantioselective Mannich-type, aza Diels-Alder, aldol, and hetero Diels-Alder reactions.

Authors:  Shu Kobayashi; Masaharu Ueno; Susumu Saito; Yumiko Mizuki; Haruro Ishitani; Yasuhiro Yamashita
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-05       Impact factor: 11.205

8.  A highly diastereoselective "super silyl" governed aldol reaction: synthesis of α,β-dioxyaldehydes and 1,2,3-triols.

Authors:  Wafa Gati; Hisashi Yamamoto
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825

Review 9.  Enantioselective, organocatalytic Morita-Baylis-Hillman and Aza-Morita-Baylis-Hillman reactions: stereochemical issues.

Authors:  Javier Mansilla; José M Saá
Journal:  Molecules       Date:  2010-02-01       Impact factor: 4.411

  9 in total

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