Journal ArticleDOI
Nickel-Catalyzed Asymmetric [2+2] Cycloaddition Reaction of Hetero-Bicyclic Alkenes with Internal Alkynes
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TLDR
This transformation represents the first asymmetric [2+2] cycloaddition reaction of azabenzonorbornadienes with internal alkynes, providing a straightforward method to prepare four-membered carbocycles.Abstract:
Enantioselective [2+2] cycloaddition reaction of azabenzonorbornadienes and oxabenzonorbornadienes with internal alkynes has been enabled by a catalyst system comprising Ni(COD)2 and (R)-SIPHOS-Ph-Mor. This transformation represents the first asymmetric [2+2] cycloaddition reaction of azabenzonorbornadienes with internal alkynes, providing a straightforward method to prepare four-membered carbocycles.read more
Citations
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Gold-Catalyzed Synthesis of Small Rings.
TL;DR: This review aims to provide a comprehensive summary of all the major advances and discoveries made in the gold-catalyzed synthesis ofcyclopropanes, cyclopropenes, cyclobutanes, Cyclobutenes, and their corresponding heterocyclic or heterosubstituted analogs.
Journal ArticleDOI
Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.
TL;DR: A broadly applicable enantioselective [2+2]-cycloaddition between wide variety of alkynes and alkenyl derivatives, two of the most abundant classes of organic precursors is disclosed.
Journal ArticleDOI
Enantioselective Synthesis of Polycyclic γ-Lactams with Multiple Chiral Carbon Centers via Ni(0)-Catalyzed Asymmetric Carbonylative Cycloadditions without Stirring.
Keita Ashida,Yoichi Hoshimoto,Norimitsu Tohnai,David E. Scott,Masato Ohashi,Hanae Imaizumi,Yuichiro Tsuchiya,Sensuke Ogoshi +7 more
TL;DR: The results of mechanistic studies, including the isolation of a chiral heteronickelacycle, support that the enantioselectivity on the two contiguous carbon atoms of the γ-lactams is determined during the oxidative cyclization on nickel(0).
Journal ArticleDOI
A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins.
Souvagya Biswas,Mahesh M. Parsutkar,Stanley M. Jing,Vinayak Vishnu Pagar,James H. Herbort,T. V. RajanBabu +5 more
TL;DR: In this paper, an efficient cobalt-based catalytic system (P∼P)CoX2/Me3Al) was developed to effect the first enantioselective heterodimerization of several types of 1,3-dienes with ethylene.
Journal ArticleDOI
Cobalt-Catalyzed Intermolecular [2+2] Cycloaddition between Alkynes and Allenes
Wei Ding,Naohiko Yoshikai +1 more
TL;DR: The reaction is proposed to involve regioselective oxidative cyclization of the alkyne and allene to form a 4-alkylidenecobaltacyclopentene intermediate, with subsequent C-C reductive elimination.
References
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Journal ArticleDOI
Chiral Diphosphine and Monodentate Phosphorus Ligands on a Spiro Scaffold for Transition-Metal-Catalyzed Asymmetric Reactions
Jian-Hua Xie,Qi-Lin Zhou +1 more
TL;DR: The design and synthesis of a new family of chiral spiro phosphorus ligand including spiro diphosphines and spiro monodentate phosphorus ligands with 1,1'-spirobiindane and 9,9-spirobifluorene backbone and their applications in transition-metal-catalyzed asymmetric hydrogenation and carbon-carbon bond formation reactions are outlined.
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The application of cyclobutane derivatives in organic synthesis.
TL;DR: Transformation of Cyclobutane Derivatives inNatural Product Syntheses: A Review of the Transformations in Organic Syntheses.
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Selection Rules for Concerted Cycloaddition Reactions
Journal ArticleDOI
Linearly concatenated cyclobutane lipids form a dense bacterial membrane
Jaap S. Sinninghe Damsté,Marc Strous,W. Irene C. Rijpstra,Ellen C. Hopmans,Jan A. J. Geenevasen,Adri C. T. van Duin,Laura van Niftrik,Mike S. M. Jetten,Mike S. M. Jetten +8 more
TL;DR: The discovery of cyclobutane rings in the dominant membrane lipids of two anaerobic ammonium-oxidizing (anammox) bacteria is reported, illustrating that microbial membrane lipid structures are far more diverse than previously recognized.