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Three-component diastereoselective cascade synthesis of thiohydantoins

Three-component diastereoselective cascade synthesis of thiohydantoins
Three-component diastereoselective cascade synthesis of thiohydantoins
A new three-component cascade reaction for the synthesis of thiohydantoins is reported. The reaction between ?-amino esters, nitrostyrenes, and aromatic isothiocyanates is efficiently promoted by organic bases to afford highly substituted thiohydantoins in moderate to good yields and diastereoselectivities.
organocatalysis, cascade reactions, thiohydantoins, edman degradation, diastereoselective
0040-4039
7183-7187
Ceban, Victor
2e53f2b7-42ff-4c26-96e9-ef75891af166
Hands, Kane
97004965-f2fa-4d28-939f-cdf07666c49f
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Ceban, Victor
2e53f2b7-42ff-4c26-96e9-ef75891af166
Hands, Kane
97004965-f2fa-4d28-939f-cdf07666c49f
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Ceban, Victor, Hands, Kane, Meazza, Marta, Light, Mark E. and Rios, Ramon (2013) Three-component diastereoselective cascade synthesis of thiohydantoins. Tetrahedron Letters, 54 (52), 7183-7187. (doi:10.1016/j.tetlet.2013.10.110).

Record type: Article

Abstract

A new three-component cascade reaction for the synthesis of thiohydantoins is reported. The reaction between ?-amino esters, nitrostyrenes, and aromatic isothiocyanates is efficiently promoted by organic bases to afford highly substituted thiohydantoins in moderate to good yields and diastereoselectivities.

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More information

Accepted/In Press date: 23 October 2013
e-pub ahead of print date: 1 November 2013
Keywords: organocatalysis, cascade reactions, thiohydantoins, edman degradation, diastereoselective
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry, Faculty of Natural and Environmental Sciences

Identifiers

Local EPrints ID: 360395
URI: http://eprints.soton.ac.uk/id/eprint/360395
ISSN: 0040-4039
PURE UUID: 3e1bc2f9-af96-4943-a131-371de00a9d15
ORCID for Marta Meazza: ORCID iD orcid.org/0000-0003-4382-0626
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 06 Dec 2013 13:08
Last modified: 18 Feb 2021 17:31

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