Total Syntheses of ( )- and ( −)-Tetrapetalones A and C
JacsTotal Syntheses of ( )- and ( −)-Tetrapetalones A and C: Described herein are syntheses of the naturally occurring polyketides ( −)-tetrapetalones A and C and their respective enantiomers. The employed strategy involves initial assembly of a maskedN-aryl tetramic acid which is advanced via a highly selective conjugate addition/intramolecular Friedel –Crafts acylation sequence to deliver a key azepine intermediate. (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs
Ring Expansion, Photoisomerization, and Retrocyclization of 1,4,2 ‐Diazaboroles
AngewchemRing Expansion, Photoisomerization, and Retrocyclization of 1,4,2 ‐Diazaboroles: Diverse skeletal transformations of 1,4,2 ‐diazaboroles through ring expansion, photoisomerization, and retrocyclization led to the isolation of various B,N‐dihydroindole (compounds 3 and 6), 1,3‐azaborolidin‐2‐imine... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Heterocycles Photoreaction Ring Expansion Source Type: blogs
Total Synthesis of ( ) ‐Gracilamine Based on an Oxidative Phenolic Coupling Reaction and Determination of Its Absolute Configuration
AngewchemTotal Synthesis of ( ) ‐Gracilamine Based on an Oxidative Phenolic Coupling Reaction and Determination of Its Absolute Configuration: The enantioselective total synthesis of (+) ‐gracilamine (1) is described. The strategy features a diastereoselective phenolic coupling reaction followed by a regioselective intramolecular aza‐Michael reaction... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs
Structure and Mechanism of the Monoterpene Cyclolavandulyl Diphosphate Synthase that Catalyzes Consecutive Condensation and Cyclization
We report the three ‐dimensional structure of cyclolavandulyl diphosphate (CLPP) synthase (CLDS), which consecutively catalyzes the condensation of two molecules of dimethylallyl diphosphate (DMAPP) followed... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Enzyme catalyzed Terpenoids Source Type: blogs
Gold(I) ‐Catalyzed Synthesis of Indenes and Cyclopentadienes: Access to (±)‐Laurokamurene B and the Skeletons of the Cycloaurenones and Dysiherbols
AngewchemGold(I) ‐Catalyzed Synthesis of Indenes and Cyclopentadienes: Access to (±)‐Laurokamurene B and the Skeletons of the Cycloaurenones and Dysiherbols: The formal (3+2) cycloaddition between terminal allenes and aryl or styryl gold(I) carbenes generated by a retro ‐Buchner reaction of 7‐substituted 1,3,5‐cycloheptatrienes led to indenes and cyclopentadienes,... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Gold Catalysis Source Type: blogs
Highly 2,3 ‐Selective Polymerization of Phenylallene and Its Derivatives with Rare‐Earth Metal Catalysts: From Amorphous to Crystalline Products
AngewchemHighly 2,3 ‐Selective Polymerization of Phenylallene and Its Derivatives with Rare‐Earth Metal Catalysts: From Amorphous to Crystalline Products: Rare ‐earth metal complexes (Flu‐CH2‐Py)Ln(CH2SiMe3)2(THF)n (Ln=Sc(1), Lu(2), Tm(3), Y(4) and Gd(5)), upon the activation of [Ph3C][B(C6F5)4] and AliBu3, were employed to catalyze the polymerization of... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Ln catalyzed Polymerization Source Type: blogs
Alkynylation of Csp2 (O) –H Bonds Enabled by Photoredox‐Mediated Hydrogen‐Atom Transfer
AngewchemAlkynylation of Csp2 (O) –H Bonds Enabled by Photoredox‐Mediated Hydrogen‐Atom Transfer: The development of new hydrogen ‐atom transfer (HAT) strategies within the framework of photoredox catalysis is highly appealing for its power to activate a desired C−H bond in the substrate leading to... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Alkynylation Photoredox Catalysis Source Type: blogs
Adenylation Activity of Carboxylic Acid Reductases Enables the Synthesis of Amides
AngewchemAdenylation Activity of Carboxylic Acid Reductases Enables the Synthesis of Amides: Carboxylic acid reductases (CARs) catalyze the reduction of a broad range of carboxylic acids to aldehydes using the cofactors adenosine triphosphate and nicotinamide adenine dinucleotide phosphate, and... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: Biocatalytic Source Type: blogs
A Simple and Broadly Applicable C −N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
AngewchemA Simple and Broadly Applicable C −N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents: A C −N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C−N bond formations, with the... (Source: Organometallic Current)
Source: Organometallic Current - October 12, 2017 Category: Chemistry Tags: C-N Bond Forming Dearomatization Spirocycles Source Type: blogs
Remote, Late-Stage Oxidation of Aliphatic C –H Bonds in Amide-Containing Molecules
JacsRemote, Late-Stage Oxidation of Aliphatic C –H Bonds in Amide-Containing Molecules: Amide-containing molecules are ubiquitous in natural products, pharmaceuticals, and materials science. Due to their intermediate electron-richness, they are not amenable to any of the previously developedN-protection strategies known to enable remote aliphatic C –H oxidations. Using information gleaned from a systematic study of the main features that makes remote oxidations of amides in peptide settings possible, we developed an imidate salt protecting strategy that employs methyl trifluoromethanesulfonate as a reversible alkylatin...
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Fe catalyzed oxidation Source Type: blogs
Synthesis of ent-[3]-Ladderanol: Development and Application of Intramolecular Chirality Transfer [2 2] Cycloadditions of Allenic Ketones and Alkenes
JacsSynthesis of ent-[3]-Ladderanol: Development and Application of Intramolecular Chirality Transfer [2 2] Cycloadditions of Allenic Ketones and Alkenes: An enantioselective synthesis ofent-[3]-ladderanol is presented. The ladderanes are an interesting class of molecules for their unique structure of fused cyclobutane rings as well as their perceived biological function of organism protection. (Source: Organometallic Current)
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Cycloaddition Source Type: blogs
One ‐Pot, Three‐Component Sulfonimidamide Synthesis Exploiting the Sulfinylamine Reagent N‐Sulfinyltritylamine, TrNSO
We describe... (Source: Organometallic Current)
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Multicomponent Rxn Source Type: blogs
Stereospecific Reactions of Donor –Acceptor Cyclopropanes with Thioketones: Access to Highly Substituted Tetrahydrothiophenes
AngewchemStereospecific Reactions of Donor –Acceptor Cyclopropanes with Thioketones: Access to Highly Substituted Tetrahydrothiophenes: Lewis ‐acid‐catalyzed reactions of 2‐substituted cyclopropane 1,1‐dicarboxylates with thioketones are described. Highly substituted tetrahydrothiophenes with two adjacent quaternary carbon atoms were obtained... (Source: Organometallic Current)
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Cycloaddition Source Type: blogs
Anion Relay Chemistry: Development of an Effective Diastereoselective [3 2] Annulation Tactic Exploiting an Aldol/Brook Rearrangement/Cyclization Cascade
AngewchemAnion Relay Chemistry: Development of an Effective Diastereoselective [3 2] Annulation Tactic Exploiting an Aldol/Brook Rearrangement/Cyclization Cascade: An effective [3+2] annulation tactic for the construction of diverse bicyclic compounds possessing highly functionalized cyclopentane rings has been developed employing soft ketone enolates as the initial... (Source: Organometallic Current)
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Aldol Reaction Brook Rearrangement Source Type: blogs
Diols as Dienophiles: Bridged Carbocycles via Ruthenium(0) ‐Catalyzed Transfer Hydrogenative Cycloadditions of Cyclohexadiene or Norbornadiene
AngewchemDiols as Dienophiles: Bridged Carbocycles via Ruthenium(0) ‐Catalyzed Transfer Hydrogenative Cycloadditions of Cyclohexadiene or Norbornadiene: Highly exo ‐selective ruthenium(0) catalyzed transfer hydrogenative cycloadditions of 1,2‐diols with cyclohexadiene or norbornadiene are described. Novel bridged bicyclic ring systems are accessible from... (Source: Organometallic Current)
Source: Organometallic Current - October 11, 2017 Category: Chemistry Tags: Cycloaddition Ru catalyzed Transfer Hydrogenation Source Type: blogs
