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Homoallyl Alcohols (homoallyl + alcohol)

Distribution by Scientific Domains
Chemistry100%

Selected Abstracts

Allylation of Aldehyde and Imine Substrates with In Situ Generated Allylboronates , A Simple Route to Enatioenriched Homoallyl Alcohols

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 12 2005
Sara Sebelius
Abstract Allylation of aldehyde and imine substrates was achieved using easily available allylacetates and diboronate reagents in the presence of catalytic amounts of palladium. This operationally simple one-pot reaction has a broad synthetic scope, as many functionalities including, acetate, carbethoxy, amido and nitro groups are tolerated. The allylation reactions proceed with excellent regio- and stereoselectivity affording the branched allylic isomer. By employment of commercially available chiral diboronates enantioenriched homoallyl alcohols (up to 53,% ee) could be obtained. The mechanistic studies revealed that the in situ generated allylboronates react directly with the aldehyde substrates, however the allylation of the sulfonylimine substrate requires palladium catalysis. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]

ChemInform Abstract: A Heterogenous Ru/CeO2 Catalyst Effective for Transfer-Allylation from Homoallyl Alcohols to Aldehydes

CHEMINFORM, Issue 46 2009
Hiroki Miura
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

ChemInform Abstract: Synthesis of Prenylarenes and Related (Multisubstituted Allyl)arenes from Aryl Halides and Homoallyl Alcohols via Palladium-Catalyzed Retro-Allylation.

CHEMINFORM, Issue 23 2009
Masayuki Iwasaki
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

Palladium-Catalyzed Stereo- and Regiospecific Allylation of Aryl Halides with Homoallyl Alcohols via Retro-Allylation: Selective Generation and Use of ,-Allylpalladium.

CHEMINFORM, Issue 25 2006
Sayuri Hayashi
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Allylation of Aldehyde and Imine Substrates with In Situ Generated Allylboronates , A Simple Route to Enatioenriched Homoallyl Alcohols

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 12 2005
Sara Sebelius
Abstract Allylation of aldehyde and imine substrates was achieved using easily available allylacetates and diboronate reagents in the presence of catalytic amounts of palladium. This operationally simple one-pot reaction has a broad synthetic scope, as many functionalities including, acetate, carbethoxy, amido and nitro groups are tolerated. The allylation reactions proceed with excellent regio- and stereoselectivity affording the branched allylic isomer. By employment of commercially available chiral diboronates enantioenriched homoallyl alcohols (up to 53,% ee) could be obtained. The mechanistic studies revealed that the in situ generated allylboronates react directly with the aldehyde substrates, however the allylation of the sulfonylimine substrate requires palladium catalysis. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]

Catalytic Use of a Soluble Organoindium(III) Species for Allylation and Crotylation of Ketones with Boronates

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2010
Miyuki Yamaguchi
Abstract The unprecedented use of a soluble organoindium species, indium(III) hexamethyldisilazide [In(III)(hmds)3], for catalytic carboncarbon bond formations between ketones and boronates, is reported. Various functionalized tertiary homoallyl alcohols were generated easily in high yields. Remarkably, free hydroxy and primary amine functionalities proved to be tolerated. A rate acceleration and markedly improved diastereoselectivities were observed in the presence of methanol. Based on preliminary NMR experiments and the ,-selectivity with an ,-substituted boronate, we assume the in situ generation of reactive allylindium(III) species through catalytic boron-to-indium transmetalation. [source]