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Polymer-supported O-benzyl and O-allylisoureas: convenient preparation and use in ester synthesis from carboxylic acids

Polymer-supported O-benzyl and O-allylisoureas: convenient preparation and use in ester synthesis from carboxylic acids
Polymer-supported O-benzyl and O-allylisoureas: convenient preparation and use in ester synthesis from carboxylic acids
Polymer-supported O-methyl, O-benzyl, and O-allyl-isoureas were prepared by copper(II)-catalyzed reaction of polymer-supported carbodiimide with the corresponding alcohols. These polymer-supported reagents were successfully employed to convert a series of carboxylic acids to methyl, benzyl, or allyl esters, in good yields. The products were obtained with high purity (>95% by NMR) after a simple resin filtration-solvent evaporation sequence.
1523-7060
853-856
Crosignani, Stefano
aaa5cc3f-0b82-4d33-af01-59115c8bdff5
White, Peter D.
d33665ca-e96f-4f8b-b016-a9a7e845f7c3
Steinauer, Rene
aa918a09-bff6-47bd-a16b-500ba946107a
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Crosignani, Stefano
aaa5cc3f-0b82-4d33-af01-59115c8bdff5
White, Peter D.
d33665ca-e96f-4f8b-b016-a9a7e845f7c3
Steinauer, Rene
aa918a09-bff6-47bd-a16b-500ba946107a
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba

Crosignani, Stefano, White, Peter D., Steinauer, Rene and Linclau, Bruno (2003) Polymer-supported O-benzyl and O-allylisoureas: convenient preparation and use in ester synthesis from carboxylic acids. Organic Letters, 5 (6), 853-856. (doi:10.1021/ol0275062).

Record type: Article

Abstract

Polymer-supported O-methyl, O-benzyl, and O-allyl-isoureas were prepared by copper(II)-catalyzed reaction of polymer-supported carbodiimide with the corresponding alcohols. These polymer-supported reagents were successfully employed to convert a series of carboxylic acids to methyl, benzyl, or allyl esters, in good yields. The products were obtained with high purity (>95% by NMR) after a simple resin filtration-solvent evaporation sequence.

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Published date: 2003
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Identifiers

Local EPrints ID: 37588
URI: http://eprints.soton.ac.uk/id/eprint/37588
DOI: doi:10.1021/ol0275062
ISSN: 1523-7060
PURE UUID: db87b87d-33a4-4e5c-b5a5-9a25aa42de0f
ORCID for Bruno Linclau: ORCID iD orcid.org/0000-0001-8762-0170

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Date deposited: 24 May 2006
Last modified: 16 Mar 2024 03:15

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Contributors

Author: Stefano Crosignani
Author: Peter D. White
Author: Rene Steinauer
Author: Bruno Linclau ORCID iD

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