Organic Letters

, volume 18 , issue 18 , pages 4650-4653

Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation

Muwang Chen ¹

Bo Wu ¹

Zhang Pei Chen ¹

Lei Shi ¹

Yonggui Zhou ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China |

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |

Publication type: Journal Article

Publication date: 2016-08-29

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.6b02283

Copy DOI

PubMed ID: 27571222

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A highly enantioselective synthesis of chiral fluorinated propargylamines was developed through phosphoric acid and ruthenium-catalyzed chemoselective biomimetic hydrogenation of the carbon-nitrogen double bond of fluorinated alkynyl ketimines in the presence of a carbon-carbon triple bond. This reaction features high chemoselectivity and slow background reaction. In addition, selective transformations of the chiral fluorinated propargylamines were also reported.

Found

1 citation

Chusov Denis

DSc in Chemistry, professor

98 publications, 2 386 citations, 35 reviews

h-index: 24

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

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GOST Copy

Chen M. et al. Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation // Organic Letters. 2016. Vol. 18. No. 18. pp. 4650-4653.

GOST all authors (up to 50) Copy

Chen M., Wu B., Chen Z. P., Shi L., Zhou Y. Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation // Organic Letters. 2016. Vol. 18. No. 18. pp. 4650-4653.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.6b02283

UR - https://doi.org/10.1021/acs.orglett.6b02283

TI - Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation

T2 - Organic Letters

AU - Chen, Muwang

AU - Wu, Bo

AU - Chen, Zhang Pei

AU - Shi, Lei

AU - Zhou, Yonggui

PY - 2016

DA - 2016/08/29

PB - American Chemical Society (ACS)

SP - 4650-4653

IS - 18

VL - 18

PMID - 27571222

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2016_Chen,

author = {Muwang Chen and Bo Wu and Zhang Pei Chen and Lei Shi and Yonggui Zhou},

title = {Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation},

journal = {Organic Letters},

year = {2016},

volume = {18},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/acs.orglett.6b02283},

number = {18},

pages = {4650--4653},

doi = {10.1021/acs.orglett.6b02283}

}

MLA

Cite this

MLA Copy

Chen, Muwang, et al. “Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation.” Organic Letters, vol. 18, no. 18, Aug. 2016, pp. 4650-4653. https://doi.org/10.1021/acs.orglett.6b02283.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)