Volume 43, Issue 7 pp. 896-911
Review

Enantioselective halogenation via asymmetric phase-transfer catalysis

Sunggi Lee

Corresponding Author

Sunggi Lee

Department of Physics and Chemistry, DGIST, Daegu, Republic of Korea

Correspondence

Sunggi Lee, Department of Physics and Chemistry, DGIST, 333 Techno jungang-daero, Hyeonpung-eup, Dalseong-gun, Daegu 42988, Republic of Korea.

Email: [email protected]

Won-jin Chung, Department of Chemistry, GIST, 123 Cheomdan-gwagi-ro, Buk-gu, Gwangju 61005, Republic of Korea.

Email: [email protected]

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Won-jin Chung

Corresponding Author

Won-jin Chung

Department of Chemistry, GIST, Gwangju, Republic of Korea

Correspondence

Sunggi Lee, Department of Physics and Chemistry, DGIST, 333 Techno jungang-daero, Hyeonpung-eup, Dalseong-gun, Daegu 42988, Republic of Korea.

Email: [email protected]

Won-jin Chung, Department of Chemistry, GIST, 123 Cheomdan-gwagi-ro, Buk-gu, Gwangju 61005, Republic of Korea.

Email: [email protected]

Search for more papers by this author
First published: 02 June 2022
Citations: 4

Funding information: Ministry of Science and ICT, South Korea, Grant/Award Numbers: 2021R1A4A5030513, 2021R1F1A1063125, 2019R1F1A1061697; National Research Foundation of Korea

Abstract

The asymmetric phase-transfer catalysis (PTC) is a flourishing field of contemporary synthetic organic chemistry, and this prominent methodology has been tremendously successful in enantioselective halogenations. Both electrophilic and nucleophilic reaction manifolds were enabled through the exploitation of highly ordered ion pairing and/or hydrogen-bonding interactions around a carefully designed chiral phase-transfer catalyst with an insoluble halogenating reagent as well as a suitable substrate. Fluorination has been the most fruitful, and encouraging results have also been documented with heavier halogens. This review surveys examples of various enantioselective halogenations via the asymmetric PTC from its beginning to prosperity over the past decade.

CONFLICT OF INTEREST

The authors declare no conflict of interest.

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