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An efficient approach to mechanically planar chiral rotaxanes

An efficient approach to mechanically planar chiral rotaxanes
An efficient approach to mechanically planar chiral rotaxanes
We describe the first method for production of mechanically planar chiral rotaxanes in excellent enantiopurity without the use of chiral separation techniques and, for the first time, unambiguously assign the absolute stereochemistry of the products. This proof-of-concept study, which employs a chiral pool sugar as the source of asymmetry and a high-yielding active template reaction for mechanical bond formation, finally opens the door to detailed investigation of these challenging targets
0002-7863
4817-4820
Bordoli, Robert J.
4cccc0c3-e7d9-45f9-a105-9bc991ed60b8
Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937
Bordoli, Robert J.
4cccc0c3-e7d9-45f9-a105-9bc991ed60b8
Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937

Bordoli, Robert J. and Goldup, Stephen M. (2014) An efficient approach to mechanically planar chiral rotaxanes. Journal of the American Chemical Society, 136 (13), 4817-4820. (doi:10.1021/ja412715m).

Record type: Article

Abstract

We describe the first method for production of mechanically planar chiral rotaxanes in excellent enantiopurity without the use of chiral separation techniques and, for the first time, unambiguously assign the absolute stereochemistry of the products. This proof-of-concept study, which employs a chiral pool sugar as the source of asymmetry and a high-yielding active template reaction for mechanical bond formation, finally opens the door to detailed investigation of these challenging targets

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Published date: 22 February 2014
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 370647
URI: http://eprints.soton.ac.uk/id/eprint/370647
DOI: doi:10.1021/ja412715m
ISSN: 0002-7863
PURE UUID: 66f79105-aec2-4c49-ad31-06585968a6aa
ORCID for Stephen M. Goldup: ORCID iD orcid.org/0000-0003-3781-0464

Catalogue record

Date deposited: 03 Nov 2014 12:14
Last modified: 14 Mar 2024 18:19

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Contributors

Author: Robert J. Bordoli
Author: Stephen M. Goldup ORCID iD

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