Organic Letters, volume 12, issue 11, pages 2514-2516

Allenamide Hydro−Hydroxyalkylation: 1,2-Amino Alcohols via Ruthenium-Catalyzed Carbonyl anti-Aminoallylation

Jason R Zbieg ¹

Emma L Mcinturff ¹

Michael J Krische ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712 |

Publication type: Journal Article

Publication date: 2010-05-11

American Chemical Society (ACS)

Journal: Organic Letters

Quartile SCImago

Quartile WOS

Impact factor: 5.2

ISSN: 15237060, 15237052

DOI: 10.1021/ol1007235

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

Exposure of alcohols to allenamides in the presence of RuHCl(CO)(PPh3)3 and dippf [dippf = bis(diisopropylphosphino)ferrocene] results in hydrogen transfer to generate aldehyde−allylruthenium pairs, which engage in C−C coupling to form products of carbonyl aminoallylation as single anti-diastereomers.

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Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 6, 8% Angewandte Chemie - International Edition 6 publications, 8%
Organometallics	Organometallics, 5, 6.67% Organometallics 5 publications, 6.67%
Chemical Reviews	Chemical Reviews, 4, 5.33% Chemical Reviews 4 publications, 5.33%
ChemCatChem	ChemCatChem, 2, 2.67% ChemCatChem 2 publications, 2.67%
Chemistry - A European Journal	Chemistry - A European Journal, 2, 2.67% Chemistry - A European Journal 2 publications, 2.67%
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Nature Chemistry	Nature Chemistry, 1, 1.33% Nature Chemistry 1 publication, 1.33%
Tetrahedron Letters	Tetrahedron Letters, 1, 1.33% Tetrahedron Letters 1 publication, 1.33%
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Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 1, 1.33% Advanced Synthesis and Catalysis 1 publication, 1.33%
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ACS Catalysis	ACS Catalysis, 1, 1.33% ACS Catalysis 1 publication, 1.33%
Chemical Society Reviews	Chemical Society Reviews, 1, 1.33% Chemical Society Reviews 1 publication, 1.33%
Dalton Transactions	Dalton Transactions, 1, 1.33% Dalton Transactions 1 publication, 1.33%
Topics in Organometallic Chemistry	Topics in Organometallic Chemistry, 1, 1.33% Topics in Organometallic Chemistry 1 publication, 1.33%
Pure and Applied Chemistry	Pure and Applied Chemistry, 1, 1.33% Pure and Applied Chemistry 1 publication, 1.33%
Synthesis	Synthesis, 1, 1.33% Synthesis 1 publication, 1.33%
Chinese Journal of Organic Chemistry	Chinese Journal of Organic Chemistry, 1, 1.33% Chinese Journal of Organic Chemistry 1 publication, 1.33%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 1.33% Russian Chemical Reviews 1 publication, 1.33%
	2 4 6 8 10 12

Citations by publishers

	5 10 15 20 25 30 35
American Chemical Society (ACS)	American Chemical Society (ACS), 33, 44% American Chemical Society (ACS) 33 publications, 44%
Wiley	Wiley, 26, 34.67% Wiley 26 publications, 34.67%
Springer Nature	Springer Nature, 4, 5.33% Springer Nature 4 publications, 5.33%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 4, 5.33% Royal Society of Chemistry (RSC) 4 publications, 5.33%
Elsevier	Elsevier, 2, 2.67% Elsevier 2 publications, 2.67%
Beilstein-Institut	Beilstein-Institut, 1, 1.33% Beilstein-Institut 1 publication, 1.33%
Walter de Gruyter	Walter de Gruyter, 1, 1.33% Walter de Gruyter 1 publication, 1.33%
Thieme	Thieme, 1, 1.33% Thieme 1 publication, 1.33%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 1.33% Shanghai Institute of Organic Chemistry 1 publication, 1.33%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.33% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.33%
	5 10 15 20 25 30 35

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Zbieg J. R., Mcinturff E. L., Krische M. J. Allenamide Hydro−Hydroxyalkylation: 1,2-Amino Alcohols via Ruthenium-Catalyzed Carbonyl anti-Aminoallylation // Organic Letters. 2010. Vol. 12. No. 11. pp. 2514-2516.

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RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ol1007235

UR - https://doi.org/10.1021/ol1007235

TI - Allenamide Hydro−Hydroxyalkylation: 1,2-Amino Alcohols via Ruthenium-Catalyzed Carbonyl anti-Aminoallylation

T2 - Organic Letters

AU - Mcinturff, Emma L

AU - Zbieg, Jason R

AU - Krische, Michael J

PY - 2010

DA - 2010/05/11 00:00:00

PB - American Chemical Society (ACS)

SP - 2514-2516

IS - 11

VL - 12

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex Copy

@article{2010_Zbieg,

author = {Emma L Mcinturff and Jason R Zbieg and Michael J Krische},

title = {Allenamide Hydro−Hydroxyalkylation: 1,2-Amino Alcohols via Ruthenium-Catalyzed Carbonyl anti-Aminoallylation},

journal = {Organic Letters},

year = {2010},

volume = {12},

publisher = {American Chemical Society (ACS)},

month = {may},

url = {https://doi.org/10.1021/ol1007235},

number = {11},

pages = {2514--2516},

doi = {10.1021/ol1007235}

}

MLA

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MLA Copy

Zbieg, Jason R., et al. “Allenamide Hydro−Hydroxyalkylation: 1,2-Amino Alcohols via Ruthenium-Catalyzed Carbonyl anti-Aminoallylation.” Organic Letters, vol. 12, no. 11, May. 2010, pp. 2514-2516. https://doi.org/10.1021/ol1007235.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

Quartile SCImago

Quartile WOS

Impact factor

5.2

ISSN

15237060 (Print)
15237052 (Electronic)