Highly selective synthesis of campholenic aldehyde over Ti-MWW catalysts by α-pinene oxide isomerization

2018 ◽  
Vol 8 (18) ◽  
pp. 4690-4701 ◽  
Author(s):  
Martina Pitínová-Štekrová ◽  
Pavla Eliášová ◽  
Tobias Weissenberger ◽  
Mariya Shamzhy ◽  
Zuzana Musilová ◽  
...  
Keyword(s):  
Selective Synthesis ◽  
Fine Chemical ◽  
Campholenic Aldehyde ◽  
Multistep Synthesis

Campholenic aldehyde is a highly valuable fine chemical that can be obtained by multistep synthesis from monoterpene α-pinene isolated from turpentine oil.

Isomerization of α-pinene oxide using Fe-supported catalysts: Selective synthesis of campholenic aldehyde

2014 ◽  
Vol 470 ◽  
pp. 162-176 ◽  
Author(s):  
Martina Stekrova ◽  
Narendra Kumar ◽  
Atte Aho ◽  
Ilia Sinev ◽  
Wolfgang Grünert ◽  
...  
Keyword(s):  
Supported Catalysts ◽  
Selective Synthesis ◽  
Campholenic Aldehyde

α-Pinene oxide isomerization: role of zeolite structure and acidity in the selective synthesis of campholenic aldehyde

2018 ◽  
Vol 8 (9) ◽  
pp. 2488-2501 ◽  
Author(s):  
Martina Štekrová ◽  
Martin Kubů ◽  
Mariya Shamzhy ◽  
Zuzana Musilová ◽  
Jiří Čejka
Keyword(s):  
Selective Synthesis ◽  
Campholenic Aldehyde ◽  
Zeolite Structure

The highest campholenic aldehyde yield (83%) achieved over MCM-22 is a result which rivals the best ones published so far.

RetroBioCat: Computer-Aided Synthesis Planning for Biocatalytic Reactions and Cascades

2020 ◽  
Author(s):  
William Finnigan ◽  
Lorna J. Hepworth ◽  
Nicholas J. Turner ◽  
Sabine Flitsch
Keyword(s):  
Organic Chemistry ◽  
Computer Aided Design ◽  
Selective Synthesis ◽  
Test Set ◽  
Synthesis Design ◽  
Computer Aided ◽  
Synthesis Planning ◽  
Enzymatic Cascades ◽  
Target Molecules ◽  
Aided Design

As the enzyme toolbox for biocatalysis has expanded, so has the potential for the construction of powerful enzymatic cascades for efficient and selective synthesis of target molecules. Additionally, recent advances in computer-aided synthesis planning (CASP) are revolutionizing synthesis design in both synthetic biology and organic chemistry. However, the potential for biocatalysis is not well captured by tools currently available in either field. Here we present RetroBioCat, an intuitive and accessible tool for computer-aided design of biocatalytic cascades, freely available at retrobiocat.com. Our approach uses a set of expertly encoded reaction rules encompassing the enzyme toolbox for biocatalysis, and a system for identifying literature precedent for enzymes with the correct substrate specificity where this is available. Applying these rules for automated biocatalytic retrosynthesis, we show our tool to be capable of identifying promising biocatalytic pathways to target molecules, validated using a test-set of recent cascades described in the literature.

Enantioselective Synthesis of Azamerone

2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Selective Synthesis

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.

Enantioselective Synthesis of Azamerone

2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Selective Synthesis

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.

Selective α,α-Dibromination of Arylethanones with Copper(II) Bromide

2019 ◽  
Vol 16 (9) ◽  
pp. 700-704
Author(s):  
Jitander K. Kapoor ◽  
Loveena Arora ◽  
Om Prakash
Keyword(s):  
Ethyl Acetate ◽  
Heterogeneous System ◽  
Side Chain ◽  
Selective Synthesis ◽  
Aromatic Ketones

Various arylethanones including electron-rich aromatic ketones such as o-hydroxyacetophenone and its p-isomer underwent selective side-chain α,α-dibromination using a heterogeneous system consisting of four molar equivalents of copper(II) bromide in chloroform-ethyl acetate under reflux. This study provides the cleanest method for the selective synthesis of several synthetically useful α,α-dibromoketones which are otherwise difficult to prepare.

Highly Selective Synthesis of Carboxamides via Transition Metal Catalysed Aminocarbonylation

2015 ◽  
Vol 2 (3) ◽  
pp. 319-338 ◽  
Author(s):  
Mercedesz Kiss ◽  
Attila Takacs ◽  
Laszlo Kollar
Keyword(s):  
Transition Metal ◽  
Selective Synthesis
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