Issue 4, 2018
From the journal:

RSC Advances

Dimeric cinchona ammonium salts with benzophenone linkers: enantioselective phase transfer catalysts for the synthesis of α-amino acids†

Seunga Woo,a   Yong-Gyun Kim,a   Baegeun Lim,a   Jiin Oh,a   Yeonji Lee,a   Hyeri Gwona  and  Keepyung Nahm ORCID logo *a  

* Corresponding authors

a School of Chemistry and Biochemistry, Yeungnam University, 280 Daehak-Ro, Gyeongsan, Gyeongbuk 38541, Republic of Korea
E-mail: kpnahm@yu.ac.kr

Abstract

Chiral phase transfer catalysts of dimeric cinchona ammonium salts linked with a benzophenone bridge showed high enantioselectivity in the α-alkylation of a glycinate ester under mild industry-applicable conditions: 0.5 mol% PTC and near equivalents of alkyl halide. A dual function of the dimeric quinuclidiniums was proposed for the high efficiency.

Graphical abstract: Dimeric cinchona ammonium salts with benzophenone linkers: enantioselective phase transfer catalysts for the synthesis of α-amino acids

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Article information

DOI
https://doi.org/10.1039/C7RA12499F
Article type
Paper
Submitted
16 Nov 2017
Accepted
30 Dec 2017
First published
09 Jan 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 2157-2160

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Dimeric cinchona ammonium salts with benzophenone linkers: enantioselective phase transfer catalysts for the synthesis of α-amino acids

S. Woo, Y. Kim, B. Lim, J. Oh, Y. Lee, H. Gwon and K. Nahm, RSC Adv., 2018, 8, 2157 DOI: 10.1039/C7RA12499F

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