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First Successful Metal Coordination Control in 1,3-Dipolar Cycloadditions. High-Rate Acceleration and Regio- and Stereocontrol of Nitrile Oxide Cycloadditions to the Magnesium Alkoxides of Allylic…
Generation of Nitrile Oxides Through O-Metalation of Hydroximoyl Chlorides. Chelation-Controlled syn-Selective Cycloaddition of Nitrile Oxides to α-Substituted Allyl Alcohols.
Abstract New generation of nitrile oxides by treatment of hydroximoyl chlorides with organometallics is reported. Their cycloadditions to the allyl alcohols bearing a chiral center at the 1-position… Expand
Thermal cyclotrimerization of tetraphenylcumulene (tetraphenylhexapentaene) to a tricyclodecadiene derivative.
- N. Islam, T. Ooi, T. Iwasawa, M. Nishiuchi, Y. Kawamura
- Chemistry, Medicine
- Chemical communications
- 20 January 2009
Tetraphenylcumulene (tetraphenylhexapentaene) underwent cyclotrimerization in refluxing toluene for 10-15 min to give a tricyclodecadiene derivative in 68% yield.
Curious oxygen effect on photosensitized electron-transfer reactions of benzophenone oxime O-methyl ethers: one-way photoisomerization of an iminic double bond
Abstract Under an oxygen atmosphere, the E and Z isomer ratio of N -methoxy-4-methoxyphenyl-4′-methylphenylmethanimine (initially, [ E ]/[ Z ]=1/1) reached 4/96 upon irradiation (>360 nm) of… Expand
A highly effective quenching method of 1,3-dipolar cycloadditions of nitrile oxides or nitrile oxide/Lewis acid complexes by use of 2-propenyloxymagnesium bromide
Abstract 2-Propenyloxymagnesium bromide, readily prepared by treating 2-propen-l-ol with EtMgBr, is a highly effective quencher of nitrile oxide cycloadditions since this alkoxide is much more… Expand
Regiocontrol of nitrile oxide cycloadditions to allyl alcohols. Synthesis of 4-substituted and 4,4-disubstituted 5-hydroxymethyl-2-isoxazolines
Abstract The first regiocontrol of nitrile oxide cycloadditions is described. Reaction of benzonitrile oxide with (E)-2-butenol is highly accelerated by the presence of a magnesium alkoxide, and this… Expand
Facile synthesis of polyhydroxycoumaronochromones with quinones: synthesis of alkylpolyhydroxy- and alkoxycoumaronochromones from 2′-hydroxyisoflavones
Abstract 4′,5,7-Trihydroxy- or 8-alkyl-4′,5,7-trihydroxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with o -chloranil under mild… Expand
Regioselective Synthesis of Prenylisoflavones. Syntheses of Allolicoisoflavone A, 2,3-Dehydrokievitone, and Related Compounds.
The palladium-catalyzed coupling reaction of 2′,4′,5,7-tetrakis(benzyloxy)-5′-iodoisoflavone (12), synthesized from the 5-iodochalcone 9, with 2-methyl-3-butyn-2-ol gave the corresponding… Expand
Regioisomeric allene dimer formation by the reaction of tetraarylbutatrienes with tetracyanoethene.
- Shoko Ueta, K. Hida, M. Nishiuchi, Y. Kawamura
- Chemistry, Medicine
- Organic & biomolecular chemistry
- 2 April 2014
The reaction of tetraarylbutatrienes (tetraarylcumulenes) with tetracyanoethene (TCNE), a strong electron-accepting molecule, at room temperature yielded novel four-membered ring compounds… Expand
A functionalized phosphine ligand with a pentaarylbenzene moiety in palladium-catalyzed Suzuki–Miyaura coupling of aryl chlorides
Abstract A functionalized phosphine with a pentaarylbenzene moiety was found to facilitate the palladium-catalyzed Suzuki–Miyaura coupling of aryl chlorides. The new ligand achieved high turnover… Expand