Asymmetric rhodium-catalysed addition of arylboronic acids to acyclic unsaturated esters containing a basic γ-amino group

Niall A Anderson; Brendan J Fallon; Elena Valverde; Simon J F MacDonald; John M Pritchard; Colin Suckling; Allan Watson

doi:10.1055/s-0032-1317512

Asymmetric rhodium-catalysed addition of arylboronic acids to acyclic unsaturated esters containing a basic γ-amino group

Niall A Anderson, Brendan J Fallon, Elena Valverde, Simon J F MacDonald, John M Pritchard, Colin Suckling, Allan Watson

School of Chemistry

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

Abstract

Application of the Miyaura–Hayashi rhodium-catalysed addition of aryl boronic acids to acyclic unsaturated esters featuring basic centres to yield γ-amino butyric acids incorporating a substituted β-phenyl group is described. Unoptimised isolated yields and enantiomeric excesses vary from moderate to excellent, and themethod tolerates a variety of substitution patterns and a range of functionality.

Original language	English
Pages (from-to)	2817-2821
Number of pages	5
Journal	Synlett
Volume	23
Issue number	19
DOIs	https://doi.org/10.1055/s-0032-1317512
Publication status	Published - Dec 2012

Keywords

rhodium
asymmetric
1,4-addition
drugs
γ-aminobutyric acid
synthesis

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10.1055/s-0032-1317512

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title = "Asymmetric rhodium-catalysed addition of arylboronic acids to acyclic unsaturated esters containing a basic γ-amino group",

abstract = "Application of the Miyaura–Hayashi rhodium-catalysed addition of aryl boronic acids to acyclic unsaturated esters featuring basic centres to yield γ-amino butyric acids incorporating a substituted β-phenyl group is described. Unoptimised isolated yields and enantiomeric excesses vary from moderate to excellent, and themethod tolerates a variety of substitution patterns and a range of functionality.",

keywords = "rhodium, asymmetric, 1,4-addition, drugs, γ-aminobutyric acid, synthesis",

author = "Anderson, {Niall A} and Fallon, {Brendan J} and Elena Valverde and MacDonald, {Simon J F} and Pritchard, {John M} and Colin Suckling and Allan Watson",

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language = "English",

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T1 - Asymmetric rhodium-catalysed addition of arylboronic acids to acyclic unsaturated esters containing a basic γ-amino group

AU - Anderson, Niall A

AU - Fallon, Brendan J

AU - Valverde, Elena

AU - MacDonald, Simon J F

AU - Pritchard, John M

AU - Suckling, Colin

AU - Watson, Allan

PY - 2012/12

Y1 - 2012/12

N2 - Application of the Miyaura–Hayashi rhodium-catalysed addition of aryl boronic acids to acyclic unsaturated esters featuring basic centres to yield γ-amino butyric acids incorporating a substituted β-phenyl group is described. Unoptimised isolated yields and enantiomeric excesses vary from moderate to excellent, and themethod tolerates a variety of substitution patterns and a range of functionality.

AB - Application of the Miyaura–Hayashi rhodium-catalysed addition of aryl boronic acids to acyclic unsaturated esters featuring basic centres to yield γ-amino butyric acids incorporating a substituted β-phenyl group is described. Unoptimised isolated yields and enantiomeric excesses vary from moderate to excellent, and themethod tolerates a variety of substitution patterns and a range of functionality.

KW - rhodium

KW - asymmetric

KW - 1,4-addition

KW - drugs

KW - γ-aminobutyric acid

KW - synthesis

U2 - 10.1055/s-0032-1317512

DO - 10.1055/s-0032-1317512

M3 - Article

SN - 0936-5214

VL - 23

SP - 2817

EP - 2821

JO - Synlett

JF - Synlett

IS - 19

ER -

Asymmetric rhodium-catalysed addition of arylboronic acids to acyclic unsaturated esters containing a basic γ-amino group

Abstract

Keywords

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