Organic Letters, volume 5, issue 18, pages 3217-3220

Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis

Oleg M. Demchuk ¹

K. Michał Pietrusiewicz ¹

Anna Michrowska ¹

Karol Grela ¹

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Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland, and Department of Organic Chemistry, Maria Curie-Skłodowska University, Gliniana 33, 20-614 Lublin, Poland

Maria Curie-Skłodowska University

Institute of Organic Chemistry, Polish Academy of Sciences

Publication type: Journal Article

Publication date: 2003-08-07

American Chemical Society (ACS)

Journal: Organic Letters

scimago Q1

SJR: 1.245

CiteScore: 9.3

Impact factor: 4.9

ISSN: 15237060, 15237052

DOI: 10.1021/ol035011m

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PubMed ID: 12943391

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

[reaction: see text] Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs and Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral vinylphosphine oxides proceeds without racemization of the phosphorus chirality center, providing easy access to functionalized chiral nonracemic (E)-alkenylphosphine oxides.

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CITATIONS

68 Total citations

2 Recent citations

7.04 Field Citation Ratio

0.69 Relative Citation Ratio

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Demchuk O. M. et al. Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis // Organic Letters. 2003. Vol. 5. No. 18. pp. 3217-3220.

GOST all authors (up to 50) Copy

Demchuk O. M., Pietrusiewicz K. M., Michrowska A., Grela K. Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis // Organic Letters. 2003. Vol. 5. No. 18. pp. 3217-3220.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ol035011m

UR - https://doi.org/10.1021/ol035011m

TI - Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis

T2 - Organic Letters

AU - Demchuk, Oleg M.

AU - Pietrusiewicz, K. Michał

AU - Michrowska, Anna

AU - Grela, Karol

PY - 2003

DA - 2003/08/07

PB - American Chemical Society (ACS)

SP - 3217-3220

IS - 18

VL - 5

PMID - 12943391

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2003_Demchuk,

author = {Oleg M. Demchuk and K. Michał Pietrusiewicz and Anna Michrowska and Karol Grela},

title = {Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis},

journal = {Organic Letters},

year = {2003},

volume = {5},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/ol035011m},

number = {18},

pages = {3217--3220},

doi = {10.1021/ol035011m}

}

MLA

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MLA Copy

Demchuk, Oleg M., et al. “Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis.” Organic Letters, vol. 5, no. 18, Aug. 2003, pp. 3217-3220. https://doi.org/10.1021/ol035011m.

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Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

SJR

1.245

CiteScore

9.3

Impact factor

4.9

ISSN

15237060 (Print)

15237052 (Electronic)