Open Access

Science, volume 336, issue 6079, pages 324-327

Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene

Jason R Zbieg ¹

Eiji Yamaguchi ¹

Emma L Mcinturff ¹

Michael J. Krische ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

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

Publication type: Journal Article

Publication date: 2012-04-20

American Association for the Advancement of Science (AAAS)

Journal: Science

Quartile SCImago

Quartile WOS

Impact factor: 56.9

ISSN: 00368075, 10959203

DOI: 10.1126/science.1219274

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PubMed ID: 22442385

Multidisciplinary

Abstract

Bonded at the Source

Asymmetric catalysis is a relatively mature field in the laboratory, with a diverse array of techniques available for the selective transformation of organic compounds. However, scaling up these techniques for industrial application remains challenging, in part because many catalysts act best on reagents that have been expensively modified, although this process often generates copious waste. Zbieg et al. (p. 324 , published online 22 March) combat this challenge with a ruthenium-based catalyst that couples an unmodified bulk commodity feedstock (butadiene) with alcohols, forming carbon-carbon bonds to generate complex products with high selectivity.

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Citations by journals

	10 20 30 40 50 60
Journal of the American Chemical Society	Journal of the American Chemical Society, 60, 18.35% Journal of the American Chemical Society 60 publications, 18.35%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 42, 12.84% Angewandte Chemie - International Edition 42 publications, 12.84%
Angewandte Chemie	Angewandte Chemie, 42, 12.84% Angewandte Chemie 42 publications, 12.84%
Organic Letters	Organic Letters, 24, 7.34% Organic Letters 24 publications, 7.34%
ACS Catalysis	ACS Catalysis, 17, 5.2% ACS Catalysis 17 publications, 5.2%
Journal of Organic Chemistry	Journal of Organic Chemistry, 12, 3.67% Journal of Organic Chemistry 12 publications, 3.67%
Chemical Science	Chemical Science, 12, 3.67% Chemical Science 12 publications, 3.67%
Chemistry - A European Journal	Chemistry - A European Journal, 9, 2.75% Chemistry - A European Journal 9 publications, 2.75%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 8, 2.45% Advanced Synthesis and Catalysis 8 publications, 2.45%
Chemical Communications	Chemical Communications, 8, 2.45% Chemical Communications 8 publications, 2.45%
Chemical Reviews	Chemical Reviews, 7, 2.14% Chemical Reviews 7 publications, 2.14%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 7, 2.14% Organic Chemistry Frontiers 7 publications, 2.14%
Science	Science, 6, 1.83% Science 6 publications, 1.83%
Chemical Society Reviews	Chemical Society Reviews, 4, 1.22% Chemical Society Reviews 4 publications, 1.22%
Synthesis	Synthesis, 4, 1.22% Synthesis 4 publications, 1.22%
ChemCatChem	ChemCatChem, 3, 0.92% ChemCatChem 3 publications, 0.92%
RSC Advances	RSC Advances, 3, 0.92% RSC Advances 3 publications, 0.92%
Synlett	Synlett, 2, 0.61% Synlett 2 publications, 0.61%
Nature Chemistry	Nature Chemistry, 2, 0.61% Nature Chemistry 2 publications, 0.61%
Topics in Current Chemistry	Topics in Current Chemistry, 2, 0.61% Topics in Current Chemistry 2 publications, 0.61%
Nature Catalysis	Nature Catalysis, 2, 0.61% Nature Catalysis 2 publications, 0.61%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 2, 0.61% European Journal of Organic Chemistry 2 publications, 0.61%
ChemSusChem	ChemSusChem, 2, 0.61% ChemSusChem 2 publications, 0.61%
Organometallics	Organometallics, 2, 0.61% Organometallics 2 publications, 0.61%
Accounts of Chemical Research	Accounts of Chemical Research, 2, 0.61% Accounts of Chemical Research 2 publications, 0.61%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 2, 0.61% Organic and Biomolecular Chemistry 2 publications, 0.61%
Chemistry Letters	Chemistry Letters, 1, 0.31% Chemistry Letters 1 publication, 0.31%
Chinese Journal of Organic Chemistry	Chinese Journal of Organic Chemistry, 1, 0.31% Chinese Journal of Organic Chemistry 1 publication, 0.31%
Nature Communications	Nature Communications, 1, 0.31% Nature Communications 1 publication, 0.31%
	10 20 30 40 50 60

Citations by publishers

	20 40 60 80 100 120 140
American Chemical Society (ACS)	American Chemical Society (ACS), 126, 38.53% American Chemical Society (ACS) 126 publications, 38.53%
Wiley	Wiley, 119, 36.39% Wiley 119 publications, 36.39%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 41, 12.54% Royal Society of Chemistry (RSC) 41 publications, 12.54%
Elsevier	Elsevier, 11, 3.36% Elsevier 11 publications, 3.36%
Springer Nature	Springer Nature, 9, 2.75% Springer Nature 9 publications, 2.75%
American Association for the Advancement of Science (AAAS)	American Association for the Advancement of Science (AAAS), 7, 2.14% American Association for the Advancement of Science (AAAS) 7 publications, 2.14%
Thieme	Thieme, 6, 1.83% Thieme 6 publications, 1.83%
The Chemical Society of Japan	The Chemical Society of Japan, 1, 0.31% The Chemical Society of Japan 1 publication, 0.31%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 0.31% Shanghai Institute of Organic Chemistry 1 publication, 0.31%
Oxford University Press	Oxford University Press, 1, 0.31% Oxford University Press 1 publication, 0.31%
Walter de Gruyter	Walter de Gruyter, 1, 0.31% Walter de Gruyter 1 publication, 0.31%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 0.31% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 0.31%
	20 40 60 80 100 120 140

We do not take into account publications without a DOI.
Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
Statistics recalculated weekly.

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GOST Copy

Zbieg J. R. et al. Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene // Science. 2012. Vol. 336. No. 6079. pp. 324-327.

GOST all authors (up to 50) Copy

Zbieg J. R., Yamaguchi E., Mcinturff E. L., Krische M. J. Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene // Science. 2012. Vol. 336. No. 6079. pp. 324-327.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1126/science.1219274

UR - https://doi.org/10.1126/science.1219274

TI - Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene

T2 - Science

AU - Zbieg, Jason R

AU - Yamaguchi, Eiji

AU - Mcinturff, Emma L

AU - Krische, Michael J.

PY - 2012

DA - 2012/04/20 00:00:00

PB - American Association for the Advancement of Science (AAAS)

SP - 324-327

IS - 6079

VL - 336

PMID - 22442385

SN - 0036-8075

SN - 1095-9203

ER -

BibTex |

Cite this

BibTex Copy

@article{2012_Zbieg,

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

title = {Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene},

journal = {Science},

year = {2012},

volume = {336},

publisher = {American Association for the Advancement of Science (AAAS)},

month = {apr},

url = {https://doi.org/10.1126/science.1219274},

number = {6079},

pages = {324--327},

doi = {10.1126/science.1219274}

}

MLA

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MLA Copy

Zbieg, Jason R., et al. “Enantioselective C-H Crotylation of Primary Alcohols via Hydrohydroxyalkylation of Butadiene.” Science, vol. 336, no. 6079, Apr. 2012, pp. 324-327. https://doi.org/10.1126/science.1219274.

Found error?

Publisher

American Association for the Advancement of Science (AAAS)

Journal

Science

Quartile SCImago

Quartile WOS

Impact factor

56.9

ISSN

00368075 (Print)
10959203 (Electronic)