Journal ArticleDOI
Rhodium-catalyzed intramolecular [4 + 2] cycloadditions of alkynyl halides.
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TLDR
Cationic rhodium(I)-catalyzed intramolecular [4 + 2] cycloadditions of diene-tethered alkynyl halides were found to occur in good yields and could be transformed into a variety of products that are difficult or impossible to obtain via directcycloaddition.About:
This article is published in Organic Letters.The article was published on 2005-11-22. It has received 45 citations till now. The article focuses on the topics: Cycloaddition & Intramolecular force.read more
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Rhodium-catalyzed highly diastereoselective intramolecular [4 + 2] cycloaddition of 1,3-disubstituted allene-1,3-dienes
TL;DR: In this paper, a mechanism involving cyclometalation has been proposed based on the experimental results, which is a cycloaddition of allene-1,3-dienes with three chiral centers.
Journal ArticleDOI
Cobalt-catalyzed versus uncatalyzed intramolecular Diels-Alder cycloadditions
TL;DR: In this paper, the intramolecular cycloadditions of dienynes were investigated using cobalt-based catalysts, and the use of a cobalt salt as catalyst made reactions cleaner by limiting the formation of byproducts.
Journal ArticleDOI
Transition Metal-Catalyzed Reactions of Alkynyl Halides
TL;DR: A review of research conducted in transition metalcatalyzed reactions of alkynyl halides in recent years focusing on cycloaddition and coupling reactions and their scope and applicability to the synthesis of biologically important and industrially relevant compounds is discussed.
Journal ArticleDOI
Halogenated catechols from cycloaddition reactions of η4-(2-ethoxyvinylketene)iron(0) complexes with 1-haloalkynes
Jimmy Truong,Vioela Caze,Ravish K. Akhani,Gayatri K. Joshi,Lazaros Kakalis,Nikita Matsunaga,Wayne F. K. Schnatter +6 more
TL;DR: Ab initio calculations reveal that the products are, in most cases, nearly isoenergetic, which indicates that the intermediate ketene-alkyne adduct geometry must be important in determining the product distribution.
Journal ArticleDOI
Rh-Catalyzed Cycloisomerization of 1,7-Ene-Dienes to Synthesize trans-Divinylpiperidines: A Formal Intramolecular Addition Reaction of Allylic C-H Bond into Dienes.
TL;DR: This unexpected cycloisomerization reaction provides an efficient way to synthesize trans-divinylpiperidines from easily accessed linear 1,7-ene-dienes.
References
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Journal ArticleDOI
Transition Metal-Mediated Cycloaddition Reactions
TL;DR: The phytochemical remains of the seven-membered ring formation are still under investigation, but it is clear that the polymethine content of the ring is lower than previously thought, suggesting that it is more likely to be a mixture of 22π and 32σ.
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Copper sulfate-pentahydrate-1,10-phenanthroline catalyzed amidations of alkynyl bromides. Synthesis of heteroaromatic amine substituted ynamides.
TL;DR: A practical cross-coupling of amides with alkynyl bromides using catalytic CuSO(4).5H(2)O and 1,10-phenanthroline is described here and provides a general entry for syntheses of ynamides including various new sulfonyl and heteroaromatic amine substituted ynamide.
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Ultrahigh-Quality NOE Spectra
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Coupling Reactions of Alkynylsilanes Mediated by a Cu(I) Salt: Novel Syntheses of Conjugate Diynes and Disubstituted Ethynes
Yasushi Nishihara,Kazutaka Ikegashira,Kazunori Hirabayashi,Jun Ichi Ando,Atsunori Mori,Tamejiro Hiyama +5 more
TL;DR: The cross-coupling reaction is applied to a one-pot synthesis of the corresponding unsymmetrical diarylethynes from (trimethylsilyl)ethyne via sequential Sonogashira-Hagihara and the present cross-Coupling reactions using two different aryl triflates.
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A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides.
Michael O. Frederick,Jason A. Mulder,Michael R. Tracey,Richard P. Hsung,Jian Huang,Kimberly C. M. Kurtz,Lichun Shen,Christopher J. Douglas +7 more
TL;DR: A copper-catalyzed new C-N bond formation involving a sp-hybridized carbon is described here leading to a facile entry for syntheses of chiral ynamides, which should have a significant impact on the future development of synthetic methodologies employing ynamide.
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Nickel-catalyzed intramolecular [4+2] dienyne cycloadditions: an efficient new method for the synthesis of polycycles containing cyclohexa-1,4-dienes
Paul A. Wender,Thomas E. Jenkins +1 more