Catalytic Formation of Monosaccharides: From the Formose Reaction towards Selective Synthesis

ChemSusChem ◽  
2014 ◽  
Vol 7 (7) ◽  
pp. 1833-1846 ◽  
Author(s):  
Irina V. Delidovich ◽  
Alexandr N. Simonov ◽  
Oxana P. Taran ◽  
Valentin N. Parmon
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

ChemInform Abstract: Catalytic Formation of Monosaccharides: From the Formose Reaction Towards Selective Synthesis

ChemInform ◽  
2014 ◽  
Vol 45 (43) ◽  
pp. no-no ◽  
Author(s):  
Irina V. Delidovich ◽  
Alexandr N. Simonov ◽  
Oxana P. Taran ◽  
Valentin N. Parmon
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

A SELECTIVE SYNTHESIS OF 3-C-(HYDROXYMETHYL)PENTOFURANOSE IN THE FORMOSE REACTION

1981 ◽  
Vol 10 (7) ◽  
pp. 899-902 ◽  
Author(s):  
Yoshihiro Shigemasa ◽  
Toshio Hamada ◽  
Mikio Hirabayashi ◽  
Eiichi Waki ◽  
Ruka Nakashima ◽  
...  
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

A selective synthesis of 2,4-di-C-(hydroxymethyl)-3-pentulose in the formose reaction

1980 ◽  
Vol 80 (1) ◽  
pp. C1-C3 ◽  
Author(s):  
Yoshihiro Shigemasa ◽  
Shinichi Akagi ◽  
Ruka Nakashima ◽  
Seiki Saito
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

ChemInform Abstract: FORMOSE REACTIONS. 15. A SELECTIVE SYNTHESIS OF 3-C-(HYDROXYMETHYL)PENTOFURANOSE IN THE FORMOSE REACTION

1982 ◽  
Vol 13 (2) ◽  
Author(s):  
Y. SHIGEMASA ◽  
T. HAMADA ◽  
M. HIRABAYASHI ◽  
E. WAKI ◽  
R. NAKASHIMA ◽  
...  
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

A Selective Synthesis of 3,3-Di-C-(hydroxymethyl)-3-deoxy-furanorono-1,4-lactone in the Formose Reaction

1982 ◽  
Vol 1 (3) ◽  
pp. 325-330 ◽  
Author(s):  
Yoshihiro Shigemasa ◽  
Kuninori Oogaki ◽  
Nasuo Ueda ◽  
Ruka Hakashima ◽  
Ken-Ichi Harada ◽  
...  
Keyword(s):  
Selective Synthesis ◽  
Formose Reaction

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.

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