Literature DB >> 23007376

Desymmetrisation of meso-diols mediated by non-enzymatic acyl transfer catalysts.

Alvaro Enríquez-García1, E Peter Kündig.   

Abstract

Complementary to enzymatic methods, catalytic enantioselective desymmetrisation of meso-diols (EDMD) by small molecule catalysts has emerged as a powerful tool that provides highly enantioenriched materials of considerable value in organic synthesis. This review traces the evolution of easily accessible catalysts used in the EDMD and compares their performance with the existing enzymatic methods.

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Year:  2012        PMID: 23007376     DOI: 10.1039/c2cs35049a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  8 in total

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Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

2.  Desymmetrization of meso-2,5-diallylpyrrolidinyl ureas through asymmetric palladium-catalyzed carboamination: stereocontrolled synthesis of bicyclic ureas.

Authors:  Nicholas R Babij; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-03       Impact factor: 15.336

3.  Gold(I)-Catalyzed Enantioselective Desymmetrization of 1,3-Diols through Intramolecular Hydroalkoxylation of Allenes.

Authors:  Weiwei Zi; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-30       Impact factor: 15.336

4.  Total synthesis of (-)-18-epi-peloruside A: an alkyne linchpin strategy.

Authors:  Barry M Trost; David J Michaelis; Sushant Malhotra
Journal:  Org Lett       Date:  2013-10-04       Impact factor: 6.005

5.  Catalytic Asymmetric β-Oxygen Elimination.

Authors:  Christof Matt; Andreas Orthaber; Jan Streuff
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-25       Impact factor: 16.823

Review 6.  Organocatalyzed enantioselective desymmetrization of aziridines and epoxides.

Authors:  Ping-An Wang
Journal:  Beilstein J Org Chem       Date:  2013-08-15       Impact factor: 2.883

7.  Selenide-catalyzed enantioselective synthesis of trifluoromethylthiolated tetrahydronaphthalenes by merging desymmetrization and trifluoromethylthiolation.

Authors:  Jie Luo; Qingxiang Cao; Xiaohui Cao; Xiaodan Zhao
Journal:  Nat Commun       Date:  2018-02-06       Impact factor: 14.919

8.  Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor.

Authors:  Masamichi Tanaka; Koji Sato; Ryoki Yoshida; Nobuya Nishi; Rikuto Oyamada; Kazuki Inaba; Daisuke Takahashi; Kazunobu Toshima
Journal:  Nat Commun       Date:  2020-05-15       Impact factor: 14.919

  8 in total

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