Three-component diastereoselective cascade synthesis of thiohydantoins

Victor Ceban; Kane Hands; Marta Meazza; Mark E. Light; Ramon Rios

doi:10.1016/j.tetlet.2013.10.110

Three-component diastereoselective cascade synthesis of thiohydantoins

Victor Ceban
, Kane Hands
, Marta Meazza
, Mark E. Light
, Ramon Rios

Chemistry

University of Southampton

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

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

Original language	British English
Pages (from-to)	7183-7187
Number of pages	5
Journal	Tetrahedron Letters
Volume	54
Issue number	52
DOIs	https://doi.org/10.1016/j.tetlet.2013.10.110
State	Published - 25 Dec 2013

Keywords

Cascade reactions
Diastereoselective
Edman degradation
Organocatalysis
Thiohydantoins

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10.1016/j.tetlet.2013.10.110

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title = "Three-component diastereoselective cascade synthesis of thiohydantoins",

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

keywords = "Cascade reactions, Diastereoselective, Edman degradation, Organocatalysis, Thiohydantoins",

author = "Victor Ceban and Kane Hands and Marta Meazza and Light, \{Mark E.\} and Ramon Rios",

note = "Funding Information: V.C. and M.M. thank the University of Southampton and the European Regional Development Fund (ERDF), AI-CHEM INTERREG IVb A France-(channel)-England, respectively, for their predoctoral fellowships. Financial support from the European Regional Development Fund (ERDF) (AI-Chem \& InterReg IVb) is gratefully acknowledged. ",

year = "2013",

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doi = "10.1016/j.tetlet.2013.10.110",

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T1 - Three-component diastereoselective cascade synthesis of thiohydantoins

AU - Ceban, Victor

AU - Hands, Kane

AU - Meazza, Marta

AU - Light, Mark E.

AU - Rios, Ramon

N1 - Funding Information: V.C. and M.M. thank the University of Southampton and the European Regional Development Fund (ERDF), AI-CHEM INTERREG IVb A France-(channel)-England, respectively, for their predoctoral fellowships. Financial support from the European Regional Development Fund (ERDF) (AI-Chem & InterReg IVb) is gratefully acknowledged.

PY - 2013/12/25

Y1 - 2013/12/25

N2 - A new three-component cascade reaction for the synthesis of thiohydantoins is reported. The reaction between α-amino esters, nitrostyrenes, and aromatic isothiocyanates is efficiently promoted by organic bases to afford highly substituted thiohydantoins in moderate to good yields and diastereoselectivities.

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

KW - Cascade reactions

KW - Diastereoselective

KW - Edman degradation

KW - Organocatalysis

KW - Thiohydantoins

UR - https://www.scopus.com/pages/publications/84888136571

U2 - 10.1016/j.tetlet.2013.10.110

DO - 10.1016/j.tetlet.2013.10.110

M3 - Article

AN - SCOPUS:84888136571

SN - 0040-4039

VL - 54

SP - 7183

EP - 7187

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

Three-component diastereoselective cascade synthesis of thiohydantoins

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Keywords

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