Publication:

Chiral acylsilanes in organic synthesis. Part 2. The role of the solvent, the organometallic reagent, and the nature of the substrate for the diastereoselectivity of 1,2-additions to racemic alkoxymethyl-substituted acylsilanes

Date

Date

Date
1993
Journal Article
Published version

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Citation copied

Chapeaurouge, A., & Bienz, S. (1993). Chiral acylsilanes in organic synthesis. Part 2. The role of the solvent, the organometallic reagent, and the nature of the substrate for the diastereoselectivity of 1,2-additions to racemic alkoxymethyl-substituted acylsilanes. Helvetica Chimica Acta, 76(5), 1876–1889. https://doi.org/10.1002/hlca.19930760507

Abstract

Abstract

Abstract

The role of the solvent, the organometallic reagent, and the nature of the substrate for the diastereoselectivity of 1,2-additions to racemic alkoxymethyl-substituted acylsilanes was investigated with the acylsilanes 1a–d by variation of the reaction parameters. The results obtained in this study support strongly the previously proposed preferred ‘chelate-controlled’ reaction path followed under several reaction conditions: highest stereoselectivities were obtained with the best chelating substrates reacting with the most Lewis-acidic

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1 since deposited on 2017-08-24
Acq. date: 2025-11-12

Additional indexing

Creators (Authors)

  • Chapeaurouge, Alexander
    affiliation.icon.alt
  • Bienz, Stefan
    affiliation.icon.alt

Journal/Series Title

Journal/Series Title

Journal/Series Title

Volume

Volume

Volume
76

Number

Number

Number
5

Page range/Item number

Page range/Item number

Page range/Item number
1876

Page end

Page end

Page end
1889

Item Type

Item Type

Item Type
Journal Article

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Keywords

Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis

Language

Language

Language
English

Publication date

Publication date

Publication date
1993-08-11

Date available

Date available

Date available
2017-08-24

Publisher

Publisher

Publisher

ISSN or e-ISSN

ISSN or e-ISSN

ISSN or e-ISSN
0018-019X

OA Status

OA Status

OA Status
Closed

Metrics

Views

1 since deposited on 2017-08-24
Acq. date: 2025-11-12

Citations

Citation copied

Chapeaurouge, A., & Bienz, S. (1993). Chiral acylsilanes in organic synthesis. Part 2. The role of the solvent, the organometallic reagent, and the nature of the substrate for the diastereoselectivity of 1,2-additions to racemic alkoxymethyl-substituted acylsilanes. Helvetica Chimica Acta, 76(5), 1876–1889. https://doi.org/10.1002/hlca.19930760507

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