Enantioselective radical addition reactions to imines using binaphthol-derived chiral N-triflyl phosphoramides

Sunggi Lee; Sunggak Kim

doi:10.1016/j.tetlet.2009.02.136

Enantioselective radical addition reactions to imines using binaphthol-derived chiral N-triflyl phosphoramides

Sunggi Lee
, Sunggak Kim

Department of Physics and Chemistry

Korea Advanced Institute of Science and Technology

Research output: Contribution to journal › Article › peer-review

51 Scopus citations

Abstract

Binaphthol-derived chiral phosphoric acid catalysts were applied to enantioselective radical addition reactions of imines and provided chiral amines with good enantioselectivities (73-84% ee). Furthermore, the enantioselectivities were not affected by either electronic properties of phenyl imines or radical precursors.

Original language	English
Pages (from-to)	3345-3348
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2009.02.136
State	Published - 1 Jul 2009

Bibliographical note

Funding Information:
We thank Korea Science and Engineering Foundation (R01-2007-000-21315-0) and the KEPCO for financial support.

Keywords

Asymmetric
Catalytic
Chiral Brønsted acid
Imine
Radical

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title = "Enantioselective radical addition reactions to imines using binaphthol-derived chiral N-triflyl phosphoramides",

abstract = "Binaphthol-derived chiral phosphoric acid catalysts were applied to enantioselective radical addition reactions of imines and provided chiral amines with good enantioselectivities (73-84\% ee). Furthermore, the enantioselectivities were not affected by either electronic properties of phenyl imines or radical precursors.",

keywords = "Asymmetric, Catalytic, Chiral Br{\o}nsted acid, Imine, Radical",

author = "Sunggi Lee and Sunggak Kim",

note = "Funding Information: We thank Korea Science and Engineering Foundation (R01-2007-000-21315-0) and the KEPCO for financial support. ",

year = "2009",

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doi = "10.1016/j.tetlet.2009.02.136",

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journal = "Tetrahedron Letters",

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T1 - Enantioselective radical addition reactions to imines using binaphthol-derived chiral N-triflyl phosphoramides

AU - Lee, Sunggi

AU - Kim, Sunggak

N1 - Funding Information: We thank Korea Science and Engineering Foundation (R01-2007-000-21315-0) and the KEPCO for financial support.

PY - 2009/7/1

Y1 - 2009/7/1

N2 - Binaphthol-derived chiral phosphoric acid catalysts were applied to enantioselective radical addition reactions of imines and provided chiral amines with good enantioselectivities (73-84% ee). Furthermore, the enantioselectivities were not affected by either electronic properties of phenyl imines or radical precursors.

AB - Binaphthol-derived chiral phosphoric acid catalysts were applied to enantioselective radical addition reactions of imines and provided chiral amines with good enantioselectivities (73-84% ee). Furthermore, the enantioselectivities were not affected by either electronic properties of phenyl imines or radical precursors.

KW - Asymmetric

KW - Catalytic

KW - Chiral Brønsted acid

KW - Imine

KW - Radical

UR - https://www.scopus.com/pages/publications/65549138125

U2 - 10.1016/j.tetlet.2009.02.136

DO - 10.1016/j.tetlet.2009.02.136

M3 - Article

AN - SCOPUS:65549138125

SN - 0040-4039

VL - 50

SP - 3345

EP - 3348

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Enantioselective radical addition reactions to imines using binaphthol-derived chiral N-triflyl phosphoramides

Abstract

Bibliographical note

Keywords

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