Organic Letters, volume 23, issue 9, pages 3320-3325

Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation

Reshma Babu ¹

Murugan Subaramanian ¹

Siba P Midya ¹

Ekambaram Balaraman ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Department of Chemistry, Indian Institute of Science Education and Research (IISER) Tirupati, Tirupati 517507, India |

Publication type: Journal Article

Publication date: 2021-04-21

American Chemical Society (ACS)

Journal: Organic Letters

SJR: 1.245

CiteScore: 9.3

Impact factor: 4.9

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.1c00782

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

Acceptorless double dehydrogenative cross-coupling of secondary and primary alcohols under nickel catalysis is reported. This Guerbet type reaction provides an atom- and a step-economical method for the C-alkylation of secondary alcohols under mild, benign conditions. A broad range of substrates including aromatic, cyclic, acyclic, and aliphatic alcohols was well tolerated. Interestingly, the C-alkylation of cholesterol derivatives and the double C-alkylation of cyclopentanol with various alcohols were also demonstrated.

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GOST |

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Babu R. et al. Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation // Organic Letters. 2021. Vol. 23. No. 9. pp. 3320-3325.

GOST all authors (up to 50) Copy

Babu R., Subaramanian M., Midya S. P., Balaraman E. Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation // Organic Letters. 2021. Vol. 23. No. 9. pp. 3320-3325.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.1c00782

UR - https://doi.org/10.1021/acs.orglett.1c00782

TI - Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation

T2 - Organic Letters

AU - Babu, Reshma

AU - Subaramanian, Murugan

AU - Midya, Siba P

AU - Balaraman, Ekambaram

PY - 2021

DA - 2021/04/21

PB - American Chemical Society (ACS)

SP - 3320-3325

IS - 9

VL - 23

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2021_Babu,

author = {Reshma Babu and Murugan Subaramanian and Siba P Midya and Ekambaram Balaraman},

title = {Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {apr},

url = {https://doi.org/10.1021/acs.orglett.1c00782},

number = {9},

pages = {3320--3325},

doi = {10.1021/acs.orglett.1c00782}

}

MLA

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MLA Copy

Babu, Reshma, et al. “Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation.” Organic Letters, vol. 23, no. 9, Apr. 2021, pp. 3320-3325. https://doi.org/10.1021/acs.orglett.1c00782.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

SJR

1.245

CiteScore

9.3

Impact factor

4.9

ISSN

15237060 (Print)

15237052 (Electronic)