New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle-Reference-Cited by-同舟云学术

New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: role of additional substitution and dihedral angle

Published:2016 Issue:18 Volume:14 Page:4220-4232
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Bulman Page Philip C.¹²³⁴⁵,Bartlett Christopher J.¹²³⁴⁵,Chan Yohan¹²³⁴⁵,Allin Steven M.⁶⁷⁸⁵,McKenzie Michael J.⁹¹⁰⁵,Lacour Jérôme¹¹¹²¹³¹⁴,Jones Garth A.¹²³⁴⁵

Affiliation:

1. School of Chemistry

2. University of East Anglia

3. Norwich Research Park

4. Norwich NR4 7TJ

5. UK

6. Department of Chemistry

7. Nottingham Trent University

8. Clifton

9. Charnwood Molecular Ltd

10. Loughborough

11. Département de Chimie Organique

12. Université de Genève

13. CH-1121 Genève 4

14. Switzerland

Abstract

The effects upon enantioselectivity of substitution in the heterocyclic ring of biaryl iminium salt catalysts for alkene epoxidation are reported. The influence of dihedral angle in these systems has been investigated. Enantioselectivities of up to 97% ee were observed.

Funder

Engineering and Physical Sciences Research Council

Royal Society

University of East Anglia

Loughborough University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/OB/C6OB00542J

Reference81 articles.