- Enantioselective Synthesis of Chiral Indane Derivatives by Rhodium-Catalyzed Addition of Arylboron Reagents to Substituted Indenes
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Rhodium-catalyzed asymmetric addition of arylboron reagents to indene derivatives proceeded to give 2-arylindanes in good yields with high enantioselectivity. Deuterium-labeling experiments indicated that the present reaction involved a 1,4-Rh shift from an initially formed benzylrhodium to an arylrhodium intermediate before protonation leading to the corresponding addition product. The asymmetric addition was also successful for acenaphthylene, which has a similar skeleton to indene, where it was found that the benzylrhodium intermediate underwent direct protonation without the 1,4-Rh shift.
- Umeda, Moeko,Noguchi, Hikaru,Nishimura, Takahiro
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supporting information
p. 9597 - 9602
(2020/12/21)
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- (Di)Silicon Bridged Metallocenes that Produce Polyethylene with Broad Molecular Weight Distribution and High Molecular Weight
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This invention relates to catalyst systems comprising a catalyst compound having a bridged group 4 metal metallocene (where the bridge preferably contains an (Me2Si)2 group, an activator, and a support material. In some embodiments,
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Paragraph 0355; 0356
(2019/05/24)
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- Copper-Catalyzed Enantioselective Domino Arylation/Semipinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
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A copper-catalyzed enantioselective arylative semipinacol rearrangement of allylic alcohols was developed. In the presence of a catalytic amount of an in situ generated chiral copper-bisoxazoline complex, reaction of allylic alcohols with diaryliodonium salts afforded spirocycloalkanones in high yields with high diastereo- and enantioselectivities. A two-point binding model engaging the carbon–carbon double bond and the proximal hydroxyl group was proposed to be responsible for the highly efficient chirality transfer.
- Wu, Hua,Wang, Qian,Zhu, Jieping
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supporting information
p. 13037 - 13041
(2017/09/26)
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- The Triplex Diels-Alder Reaction: Intramolecular Cycloaddition of Phenyl-Substituted Alkenes to 1,3-Dienes
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The triplex Diels-Alder reaction of dienes and styrene-like dienophiles that are covalently linked with a flexible alkyl chain was investigated.Sensitization with 9,10-dicyanoanthracene in benzene solution leads to good yields of adducts when the di
- Woelfle, Ingrid,Chan, Samantha,Schuster, Gary B.
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p. 7313 - 7319
(2007/10/02)
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- 4-Phenyl-2-indanyl esters of 1R,cis-3-(2-halo-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylic acid
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Insecticidal 4-phenyl-2-indanyl 1R,cis-3-(2-halo-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates having a racemic or optically active indanyl moiety, methods of preparation and use, and efficacy data against representative insect species are disclosed and exemplified.
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- (+)-4-Substituted-2-indanols
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Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group, and the isomer of S configuration at C-2 of the indanyl ring is present in an enantiomeric excess over the isomer of R configuration. Also disclosed is a method for preparing the optically active alcohols. The compounds wherein R2 is other than hydrogen are insecticides.
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- Process for producing (+)-4-substituted-2-indanols
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Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group, and the isomer of S configuration at C-2 of the indanyl ring is present in an enantiomeric excess over the isomer of R configuration. Also disclosed is a method for preparing the optically active alcohols. The compounds wherein R2 is other than hydrogen are insecticides.
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- (+)-4-Substituted-2-indanol insecticidal ester derivatives
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Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group, and the isomer of S configuration at C-2 of the indanyl ring is present in an enantiomeric excess over the isomer of R configuration. Also disclosed is a method for preparing the optically active alcohols. The compounds wherein R2 is other than hydrogen are insecticides.
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- 4-Substituted-2-indanols
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Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R2 is hydrogen. The compounds are intermediates of cyclopropanecarboxylate and related insecticides.
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- Insecticidal pyrethroid enantiomer pair
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An insecticidal enantiomer pair consisting essentially of a substantially equimolar mixture of S-4-phenyl-2-indanyl 1R, cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate and R-4-phenyl-2-indanyl 1S,cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate, its preparation by liquid chromatography, and its utility as an insecticide are described and exemplified.
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- 4-Substituted-2-indanol insecticidal ester derivatives
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Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group. The compounds wherein R2 is other than hydrogen are insecticides.
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