AI Article Synopsis
- The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) serves as an efficient catalyst for selective dimerization of specific enynes and functionalized alkynes.
- This dimerization predominantly yields head-to-head isomers with (E)-stereochemical preference.
- Following this, Rh-catalyzed cycloisomerization in reductive conditions produces 1,2-dialkylidenecyclopentane derivatives.
Article Abstract
The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) efficiently promotes the selective dimerization of 1,6-, 1,7-enynes and functionalized alkynes. This catalytic process results in the formation of head-to-head isomers with (E)-stereoselectivity. Subsequent Rh-catalyzed cycloisomerization under reductive conditions led to the corresponding 1,2-dialkylidenecyclopentane derivatives.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c0cc00721h | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photoredox/Cobalt-Catalyzed Chemo-, Regio-, Diastereo- and Enantioselective Reductive Coupling of 1,1-Disubstituted Allenes and Cyclobutenes.
Angew Chem Int Ed Engl
December 2024
Shanghai Institute of Organic Chemistry, State Key Lab of Organometallic Chemistry, 345 Lingling Road, 200032, Shanghai, CHINA.
A dual photoredox/cobalt-catalyzed protocol for chemo-, regio-, diastereo- and enantioselective reductive coupling of 1,1-disubstituted allenes and cyclobutenes through chemo-, regio-, diastereo- and enantioselective oxidative cyclization followed by stereoselective protonation promoted by a chiral phosphine-cobalt complex is presented. Such process represents an unprecedented reaction pathway for cobalt catalysis that enables selective transformation of the less sterically congested alkenes of 1,1-disubstituted allenes with cyclobutenes, incorporating a broad scope of tetrasubstituted alkenes into the cyclobutane scaffolds in up to 86% yield, >98:2 chemo- and regioselectivity, >98:2 dr and >99.5:0.
View Article and Find Full Text PDFIn-Cage Recombination Facilitates the Enantioselective Organocatalytic [1,2]-Rearrangement of Allylic Ammonium Ylides.
J Am Chem Soc
December 2024
EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St. Andrews, KY16 9ST, U.K.
The [1,2]-rearrangement of allylic ammonium ylides is traditionally observed as a competitive minor pathway alongside the thermally allowed [2,3]-sigmatropic rearrangement. Concerted [1,2]-rearrangements are formally forbidden, with these processes believed to proceed through homolytic C-N bond fission of the ylide, followed by radical-radical recombination. The challenges associated with developing a catalytic enantioselective [1,2]-rearrangement of allylic ammonium ylides therefore lie in biasing the reaction pathway to favor the [1,2]-reaction product, alongside controlling a stereoselective radical-radical recombination event.
View Article and Find Full Text PDFAccess to Polyhydroxyalkanoates with Diverse Syndiotacticity via Polymerization by Spiro-Salen Complexes and Insights into the Stereocontrol Mechanism.
Angew Chem Int Ed Engl
December 2024
Sichuan University - Wangjiang Campus: Sichuan University, Chemistry, 29 Wangjiang Rd, 610064, Chengdu, CHINA.
Polyhydroxyalkanoates (PHAs) have attracted broad interest as promising sustainable materials to address plastic pollution and resource scarcity. However, the chemical synthesis of stereoregular PHAs via ring-opening polymerization (ROP) has long been an elusive endeavor. In this contribution, we exploited a robust spiro-salen yttrium complex (Y3) as the catalyst to successfully prepare syndiotactic PHAs with diverse pendent groups.
View Article and Find Full Text PDFStudies on the Stereoselective Synthesis of Sacubitril via a Chiral Amine Transfer Approach.
Chem Asian J
December 2024
CSIR National Chemical Laboratory, Center for Materials Characterization, INDIA.
We present a comprehensive account of our efforts directed towards the synthesis of sacubitril, a neprilysin inhibitor used in combination with valsartan and marketed as Entresto™. Our initial approach to the formal synthesis of sacubitril employed a chiral pool strategy, utilizing (S)-pyroglutamic acid as a key building block and Cu(I)-mediated Csp2-Csp3 cross-coupling as a key transformation. Further investigations led to the development of chiral amine transfer (CAT) reagents-based stereoselective synthesis.
View Article and Find Full Text PDFPlant Endophytic fungi: Powerful catalytic cells for biotransformation of chemical structures of biologically active compounds.
Chem Biodivers
December 2024
Badan Riset dan Inovasi Nasional - BRIN, Research Center for Pharmaceutical Ingredients and Traditional Medicine, Jl. Raya Bogor Km. 46, 16911, Cibinong, INDONESIA.
Fungal endophytes are recognized as an essential source of bioactive compounds. Besides producing a wide variety of compounds, fungal endophytes can also facilitate a biotransformation process. In this process, endophytes act as an enzyme source to catalyze chemical reactions and modify the structures of bioactive compounds.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!