Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes

Danila Gasperini; Stéphanie  Dupuy; Steven P. Nolan

doi:10.1021/acscatal.5b02090

Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes

Danila Gasperini
, Stéphanie Dupuy
, Steven P. Nolan

Department of Chemistry

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

74 Citations (SciVal)

Abstract

We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco.friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography, This process represents an expedient, operationally simple method for the synthesis of enol esters.

Original language	English
Pages (from-to)	6918-6921
Number of pages	4
Journal	ACS Catalysis
Volume	5
Issue number	11
DOIs	https://doi.org/10.1021/acscatal.5b02090
Publication status	Published - 12 Oct 2015

Keywords

alkynes
hydrocarboxylation

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10.1021/acscatal.5b02090Licence: Other

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abstract = "We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco.friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography, This process represents an expedient, operationally simple method for the synthesis of enol esters.",

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AU - Gasperini, Danila

AU - Dupuy, Stéphanie

AU - Nolan, Steven P.

PY - 2015/10/12

Y1 - 2015/10/12

N2 - We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco.friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography, This process represents an expedient, operationally simple method for the synthesis of enol esters.

AB - We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco.friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography, This process represents an expedient, operationally simple method for the synthesis of enol esters.

KW - alkynes

KW - hydrocarboxylation

U2 - 10.1021/acscatal.5b02090

DO - 10.1021/acscatal.5b02090

M3 - Article

SN - 2155-5435

VL - 5

SP - 6918

EP - 6921

JO - ACS Catalysis

JF - ACS Catalysis

IS - 11

ER -

Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes

Abstract

Keywords

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