Biocatalytic Routes to Enantiomerically Enriched Dibenz[c,e]azepines
AngewchemBiocatalytic Routes to Enantiomerically Enriched Dibenz[c,e]azepines: Biocatalytic retrosynthetic analysis of dibenz[c,e]azepines has highlighted the use of imine reductase (IRED) and ω‐transaminase (ω‐TA) biocatalysts to establish the key stereocentres of these molecules.... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Biocatalytic Source Type: blogs
Nickel ‐Catalyzed Cyanation of Aryl Chlorides and Triflates Using Butyronitrile: Merging Retro‐hydrocyanation with Cross‐coupling
We describe a nickel ‐catalyzed cyanation reaction of aryl (pseudo)halides that employs butyronitrile as a cyanating reagent instead of highly toxic cyanide salts. A dual catalytic cycle merging retro‐hydrocyanation... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Al catalyzed Cyanation Ni Catalyzed Source Type: blogs
Isoquinoline ‐1‐Carboxylate as a Traceless Leaving Group for Chelation‐Assisted Glycosylation under Mild and Neutral Reaction Conditions
AngewchemIsoquinoline ‐1‐Carboxylate as a Traceless Leaving Group for Chelation‐Assisted Glycosylation under Mild and Neutral Reaction Conditions: Glycosyl isoquinoline ‐1‐carboxylate was developed as a novel benchtop stable and readily available glycosyl donor. The glycosylation reaction was promoted by the inexpensive Cu(OTf)2 salt under mild reaction... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Cu catalyzed Glycosylation Source Type: blogs
Effects of Bithiophene Imide Fusion on the Device Performance of Organic Thin ‐Film Transistors and All‐Polymer Solar Cells
AngewchemEffects of Bithiophene Imide Fusion on the Device Performance of Organic Thin ‐Film Transistors and All‐Polymer Solar Cells: Two new bithiophene imide (BTI) ‐based n‐type polymers were synthesized. f‐BTI2‐FT based on a fused BTI dimer showed a smaller band gap, a lower LUMO, and higher crystallinity than s‐BTI2‐FT containing... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Advanced materials Source Type: blogs
C3 ‐Symmetric Tricyclo[2.2.1.02,6]heptane‐3,5,7‐triol
AngewchemC3 ‐Symmetric Tricyclo[2.2.1.02,6]heptane‐3,5,7‐triol: A straightforward access to a hitherto unknown C3 ‐symmetric tricyclic triol both in racemic and enantiopure forms has been developed. Treatment of 7‐tert‐butoxynorbornadiene with peroxycarboxylic acids... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs
Selective Activation of C −H Bonds in a Cascade Process Combining Photochemistry and Biocatalysis
AngewchemSelective Activation of C −H Bonds in a Cascade Process Combining Photochemistry and Biocatalysis: Selective oxyfunctionalizations of inert C −H bonds can be achieved under mild conditions by using peroxygenases. This approach, however, suffers from the poor robustness of these enzymes in the presence... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Biocatalytic C-H Activation Photochemical Rxn Source Type: blogs
Cucurbit[7]uril as a Supramolecular Artificial Enzyme for Diels –Alder Reactions
AngewchemCucurbit[7]uril as a Supramolecular Artificial Enzyme for Diels –Alder Reactions: The ability to mimic the activity of natural enzymes using supramolecular constructs (artificial enzymes) is a vibrant scientific research field. Herein, we demonstrate that cucurbit[7]uril (CB[7]) can... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Biomimetic Synthesis Diels Alder Source Type: blogs
General and Efficient Intermolecular [2 2] Photodimerization of Chalcones and Cinnamic Acid Derivatives in Solution through Visible ‐Light Catalysis
AngewchemGeneral and Efficient Intermolecular [2 2] Photodimerization of Chalcones and Cinnamic Acid Derivatives in Solution through Visible ‐Light Catalysis: [2+2] Photocycloaddition, for example, the dimerization of chalcones and cinnamic acid derivatives, is a unique strategy to construct cyclobutanes, which are building blocks for a variety of biologically... (Source: Organometallic Current)
Source: Organometallic Current - November 9, 2017 Category: Chemistry Tags: Cycloaddition Photoredox Catalysis Source Type: blogs
Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis
JacsEnantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis: The merger of photoredox catalysis with asymmetric copper catalysis have been realized to convert achiral carboxylic acids into enantiomerically enriched alkyl nitriles. Under mild reaction conditions, the reaction exhibits broad substrate scope, high yields and high enantioselectivities. Furthermore, the reaction can be scaled up to synthesize key chiral intermediates to bioactive compounds. (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Cu catalyzed Cyanation Decarboxylation Enantioselective Ir catalyzed Photoredox Catalysis Source Type: blogs
Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis
JacsCation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis: Nucleophilic aromatic substitution (SNAr) is a direct method for arene functionalization; however, it can be hampered by low reactivity of arene substrates and their availability. Herein we describe a cation radical-accelerated nucleophilic aromatic substitution using methoxy- and benzyloxy-groups as nucleofuges. (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Nucleophilic Aromatic Substitution Photoredox Catalysis Source Type: blogs
Total Synthesis of the Sesquiterpenoid Periconianone A Based on a Postulated Biogenesis
JacsTotal Synthesis of the Sesquiterpenoid Periconianone A Based on a Postulated Biogenesis: The first enantioselective total synthesis of the complex tricarbocyclic sesquiterpenoid periconianone A based on a postulated biogenesis is reported. Key elements of the synthetic route include the use of an isopropenyl group as a removable directing group for stereoselective synthesis, a sequence featuring a Rh-mediated O –H insertion/[3,3]-sigmatropic rearrangement and subsequent α-ketol rearrangement, and a late stage aldol reaction to furnish the complex cage-like framework. (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs
Development of a Modular Synthetic Route to ( )-Pleuromutilin, ( )-12-epi-Mutilins, and Related Structures
We describe the development of an enantioselective synthetic route to (+)-pleuromutilin (1), (+)-12-epi-mutilin, and related derivatives. A key hydrindanone was prepared in three steps and 48% overall yield from cyclohex-2-en-1-one. 1,4-Hydrocyanation provided a nitrile (53%, or 85% based on recovered starting material) that was converted to the eneimide57 in 80% yield by the 1,2-addition of methyllithium to the nitrile function, cyclization, andin situ acylation with di-tert-butyldicarbonate.... (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs
A Nickel ‐Catalyzed Carbonyl‐Heck Reaction
AngewchemA Nickel ‐Catalyzed Carbonyl‐Heck Reaction: The use of transition ‐metal catalysis to enable the coupling of readily available organic molecules has greatly enhanced the ability of chemists to access complex chemical structures. In this work, an... (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Heck Reaction Ni Catalyzed Source Type: blogs
Squaramide ‐Catalyzed Asymmetric aza‐Friedel–Crafts/N,O‐Acetalization Domino Reactions Between 2‐Naphthols and Pyrazolinone Ketimines
AngewchemSquaramide ‐Catalyzed Asymmetric aza‐Friedel–Crafts/N,O‐Acetalization Domino Reactions Between 2‐Naphthols and Pyrazolinone Ketimines: N ‐Boc ketimines derived from pyrazolin‐5‐ones were explored to develop an unprecedented domino aza‐Friedel–Crafts/N,O‐acetalization reaction with 2‐naphthols. The novel method requires a catalyst loading... (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: organocatalysis Source Type: blogs
Selective Radical Fluorination of Tertiary Alkyl Halides at Room Temperature
AngewchemSelective Radical Fluorination of Tertiary Alkyl Halides at Room Temperature: Direct fluorination of tertiary alkyl bromides and iodides with Selectfluor is described. The halogen ‐exchange fluorination proceeds efficiently in acetonitrile at room temperature under metal‐free conditions... (Source: Organometallic Current)
Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Fluorination Radical Reactions Source Type: blogs
