Literature DB >> 23720352

The supersilyl group as a carboxylic acid protecting group: application to highly stereoselective aldol and Mannich reactions.

Jiajing Tan1, Matsujiro Akakura, Hisashi Yamamoto.   

Abstract

Entities:  

Keywords:  Mannich reaction; aldol reactions; carboxy groups; photodeprotection; protecting groups

Mesh：

Substances：

Year:  2013        PMID： 23720352      PMCID： PMC3880129          DOI： 10.1002/anie.201300102

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


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  31 in total

Review 1.  The direct catalytic asymmetric aldol reaction.

Authors:  Barry M Trost; Cheyenne S Brindle
Journal:  Chem Soc Rev       Date:  2010-02-17       Impact factor: 54.564

2.  Tris(trimethylsilyl)silyl-governed aldehyde cross-aldol cascade reaction.

Authors:  Matthew B Boxer; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2006-01-11       Impact factor: 15.419

Review 3.  Polyketide stereotetrads in natural products.

Authors:  Ari M P Koskinen; Kaisa Karisalmi
Journal:  Chem Soc Rev       Date:  2005-04-25       Impact factor: 54.564

4.  "Super silyl" group for diastereoselective sequential reactions: access to complex chiral architecture in one pot.

Authors:  Matthew B Boxer; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2007-02-20       Impact factor: 15.419

5.  Rapid, one-pot synthesis of β-siloxy-α-haloaldehydes.

Authors:  Jakub Saadi; Matsujiro Akakura; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2011-08-18       Impact factor: 15.419

6.  Rapid total syntheses utilizing "supersilyl" chemistry.

Authors:  Brian J Albert; Yousuke Yamaoka; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-08       Impact factor: 15.336

7.  Photochemically removable silyl protecting groups.

Authors:  M C Pirrung; L Fallon; J Zhu; Y R Lee
Journal:  J Am Chem Soc       Date:  2001-04-25       Impact factor: 15.419

8.  Design and synthesis of a novel class of sugar-peptide hybrids: C-linked glyco beta-amino acids through a stereoselective "acetate" Mannich reaction as the key strategic element.

Authors:  Claudio Palomo; Mikel Oiarbide; Aitor Landa; M Concepción González-Rego; Jesús M García; Alberto González; José M Odriozola; Manuel Martín-Pastor; Anthony Linden
Journal:  J Am Chem Soc       Date:  2002-07-24       Impact factor: 15.419

Review 9.  Beta2-amino acids-syntheses, occurrence in natural products, and components of beta-peptides1,2.

Authors:  Gérald Lelais; Dieter Seebach
Journal:  Biopolymers       Date:  2004       Impact factor: 2.505

10.  Exclusive alpha-coupling in the aldol reaction of unsaturated trimethylsilyl esters: an efficient and practical direct synthesis of unsaturated beta-hydroxy acids.

Authors:  Moncef Bellassoued; Jérôme Grugier; Nathalie Lensen; Audrey Catheline
Journal:  J Org Chem       Date:  2002-08-09       Impact factor: 4.354
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  1 in total

1.  Synthesis of β-hydroxy-α-haloesters through super silyl ester directed syn-selective aldol reaction.

Authors:  Susumu Oda; Hisashi Yamamoto
Journal:  Org Lett       Date:  2013-11-08       Impact factor: 6.005
  1 in total

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