Tandem RCM-lsomerization-cyclopropanation reactions

Álvaro Mallagaray; Gema Domínguez; Ana Gradillas; Javier Pérez-Castells

doi:10.1021/ol702766h

Tandem RCM-lsomerization-cyclopropanation reactions

Álvaro Mallagaray, Gema Domínguez, Ana Gradillas, Javier Pérez-Castells^*

^*Corresponding author for this work

Institute of Chemistry and Metabolomics

Universidad San Pablo CEU

37 Citations (Scopus)

Abstract

A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCMdouble bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl₃/NaOH allows the synthesis of products related to iNOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.

Original language	English
Journal	Organic Letters
Volume	10
Issue number	4
Pages (from-to)	597-600
Number of pages	4
ISSN	1523-7060
DOIs	https://doi.org/10.1021/ol702766h
Publication status	Published - 21.02.2008

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Academic Focus: Center for Infection and Inflammation Research (ZIEL)

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/ol702766h

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abstract = "A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCMdouble bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to iNOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.",

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AU - Mallagaray, Álvaro

AU - Domínguez, Gema

AU - Gradillas, Ana

AU - Pérez-Castells, Javier

PY - 2008/2/21

Y1 - 2008/2/21

N2 - A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCMdouble bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to iNOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.

AB - A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCMdouble bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to iNOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.

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M3 - Journal articles

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Tandem RCM-lsomerization-cyclopropanation reactions

Abstract

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