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Synthesis of Enantiopure Homoallylic Alcohols

Chemistry - A European Journal, 1998
The faciall-selective allylation of aliphatic ketones is a so far unsolved problem. Here a new method is presented which gives a 24:1 selectivity even for ethyl methyl ketone. The reaction proceeds in a domino-type fashion from mixing of the ketone 1, a chiral trimethylsilyl ether 2 derived from norpseudoephedrine, allylsilane 3, and catalytic amounts ...
Lutz F. Tietze   +3 more
openaire   +1 more source

Enantioselective Synthesis of Homoallylic Alcohols

Synthetic Communications, 1983
Abstract Much work has been done during the last decade on the synthesis of optically active alcohols by the enantioselective addition of an alkyl or aryl metallic species (Grignard, lithio or cuprous derivatives) to aldehydes or ketones in the presence of a chiral auxiliary able to complex the metallic species (1).
Bernard Cazes   +2 more
openaire   +1 more source

Titanium‐Mediated Oxidative Arylation of Homoallylic Alcohols

Angewandte Chemie International Edition, 2011
The addition of aryl groups to unactivated olefins represents a direct approach to C!C bond construction. Pd-catalyzed coupling of aryl halides with alkenes, the Heck reaction, offers a viable approach to arylation. However, terminal unactivated olefins often display low reactivity in Heck reactions and can yield mixtures of styrenes and allyl arenes ...
Kathleen S, Lee, Joseph M, Ready
openaire   +2 more sources

Synthesis of Homoallylic Alcohols from Ketones in Water.

ChemInform, 2006
AbstractChemInform 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.
Jun Wang, Gu Yuan
openaire   +1 more source

Enantioselective hydrogenation of allylic and homoallylic alcohols

Journal of the American Chemical Society, 1987
Hydrogenation enantioselective en particulier du geraniol et du nerol catalysee par des complexes dicarboxylato du ruthenium(II) contenant des coordinats bis-diarylphosphino-2,2' binaphtyles-1,1'
Hidemasa Takaya   +7 more
openaire   +1 more source

Catalytic asymmetric synthesis of homoallylic alcohols

Journal of the American Chemical Society, 1993
The synthesis of enantiomerically enriched homoallylic alcohols has represented a main goal in asymmetric synthesis thanks to the broad availability of allyl metal compounds and to the extreme versatility of the products, which can be considered precursors of aldols, saturated alcohols, 1,3- and 1,4-diols.
Costa   +9 more
openaire   +2 more sources

Cross-coupling of homoallylic alcohols with styrene

Tetrahedron Letters, 2010
A cross-coupling reaction between a homoallylic alcohol and styrene is described to broaden the scope of the titanium alkoxide tether-mediated coupling reactions. Particularly noteworthy is exceptional 1,3-diastereoselectivity by o-vinylanisole in coupling with a Z-homoallylic alcohol.
Madhesan Balakrishnan, Jin Kun Cha
openaire   +1 more source

Addition of organocerium reagents to homoallyl alcohols

Tetrahedron Letters, 2001
Abstract Alkylcerium reagents and hydride ions add to multiple bonds of homoallyl alcohols under mild conditions, leading to saturated alcohols in good yields.
BARTOLI G   +5 more
openaire   +2 more sources

Synthesis of homoallylic alcohols in aqueous media

The Journal of Organic Chemistry, 1989
The reaction of aldehydes or ketones with allyl halides/Zn takes place readily in aqueous NH{sub 4}Cl solution in the presence of C-18 silica as a solid organic cosolvent. This efficient and high-yield reaction parallels the Grignard reaction in terms of stereo- and regioselectivity.
Stephen R. Wilson, Maria E. Guazzaroni
openaire   +1 more source

Radical cyclizations of bromo ketals from decalin homoallylic and bis-homoallylic alcohols

Tetrahedron Letters, 2001
Abstract The radical cyclizations of bromo ketals derived from the Birch-alkylation products of α-tetralones are described. The carboncarbon bond formation proceeds in a regio- and stereoselective way. The intra- and intermolecular trapping behavior was also explored.
Guillermo R Labadie   +2 more
openaire   +1 more source

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