60669-63-8Relevant academic research and scientific papers
Highly enantio- and diastereoselective reductive aldol reactions catalyzed by chiral spiro bisphosphine oxides
Zhang, Panke,Liu, Jiawang,Wang, Zheng,Ding, Kuiling
, p. 100 - 105 (2015/09/28)
A spiro bisphosphine oxide (SpinPO) was found to be an efficient chiral Lewis base catalyst in asymmetric reductive aldol reaction of enones and aldehydes in the presence of trichlorosilane as the reductant, affording a variety of β-hydroxyketones in good yields with moderate to high levels of diastereo- and enantioselectivities.
Base-free two-step synthesis of 1,3-diketones and β-ketoesters from α-diazocarbonyl compounds, trialkylboranes, and aromatic aldehydes
Sanchez-Carmona, Miguel A.,Contreras-Cruz, David A.,Miranda, Luis D.
supporting information; experimental part, p. 6506 - 6508 (2011/11/05)
We describe a convergent, base-free two-step synthesis of 1,3-diketones and β-ketoesters from α-diazocarbonyl compounds, trialkylboranes, and aromatic aldehydes in a three-component process. The synthetic potential of this protocol was underscored by the
Diastereo- and enantioselective reductive aldol reaction with trichlorosilane using Chiral Lewis bases as organocatalysts
Sugiura, Masaharu,Sato, Norimasa,Sonoda, Yuko,Kotani, Shunsuke,Nakajima, Makoto
supporting information; experimental part, p. 478 - 481 (2010/09/04)
Chiral Lewis base organocatalysts activate trichlorosilane to promote the tandem conjugate reduction/aldol reaction of α, β-unsaturated ketones with aldehydes to give optically active β-hydroxy ketones with good to high syn diastereo- and enantioselectivi
Lewis base-catalyzed conjugate reduction and reductive aldol reaction of α,β-unsaturated ketones using trichlorosilane
Sugiura, Masaharu,Sato, Norimasa,Kotani, Shunsuke,Nakajima, Makoto
supporting information; experimental part, p. 4309 - 4311 (2009/03/12)
Lewis bases such as Ph3P=O and HMPA catalyze the 1,4-reduction of α,β-unsaturated ketones with trichlorosilane, and because the 1,2-reduction of aldehydes scarcely proceeded under the conditions, one-pot reductive aldol reactions with aldehydes were successfully achieved; preliminary studies using a chiral Lewis base revealed a high potential for enantioselective catalysis. The Royal Society of Chemistry.
Indium(III) acetate-catalyzed 1,4-reduction and reductive aldol reactions of α-enones with phenylsilane
Miura, Katsukiyo,Yamada, Yusuke,Tomita, Mitsuru,Hosomi, Akira
, p. 1985 - 1989 (2007/10/03)
A catalytic amount of In(OAc)3 smoothly promoted 1,4-reduction of certain α-enones with PhSiH3 in ethanol at ambient temperature. The intermediary enolates could be used for inter- and intramolecular aldol reactions and intramolecular Michael addition.
OBSERVATIONS ON A NICKEL-CATALYZED ISOMERIZATION OF ALLYLIC LITHIUM ALKOXIDES
Motherwell, William B.,Sandham, David A.
, p. 6187 - 6190 (2007/10/02)
Use of complex (Cy3)2NiCl2 rather than ClO4 as catalyst facilitates regioselective preparation of lithium enolates via isomerization of the corresponding allylic alkoxides.The nickel catalyst also succeeds in isomerizing certain di- and trisubst
Lewis acid-promoted cross aldol reaction of aldehydes with ketones utilizing 3-methyl-2-phenyl-2-(2-oxoalkyl)benzothiazolines as an enolate-transferring reagent
Chikashita,Tame -i.,Yamada,Itoh
, p. 497 - 501 (2007/10/02)
The treatment of a variety of 3-methyl-2-phenyl-2-(2-oxoalkyl) benzothiazolines with aldehydes in the presence of 2 equivalents of SnCl4 in dichloromethane at -78°C underwent a carbon-carbon bond cleavage at the 2-position of the benzothiazolin
Lanthanide Ion Assisted Electrochemically Initiated Aldol Condensations
Fry, Albert J.,Susla, Marko,Weltz, Michael
, p. 2496 - 2498 (2007/10/02)
An electrochemical process for effecting directed aldol condensation is described.It is carried out under neutral conditions, can tolerate a wide variety of functional groups, is highly selective for aldehydes over ketones, requires only simple apparatus, and depends for its success upon the efficient mediating effect of trivalent lanthanide ions.
SYNTHETIC CONTROL LEADING TO CHIRAL COMPOUNDS
Mukaiyama, Teruaki,Iwasawa, Nobuharu,Stevens, Rodney W.,Haga, Toru
, p. 1381 - 1390 (2007/10/02)
A highly diastereoselective cross aldol reaction is developed using divalent tin enolates formed from stannous trifluoromethanesulfonate and carbonyl compounds.The reaction is extended to a highly enantioselective cross aldol reaction employing chiral dia
ENANTIOSELECTIVE CROSS ALDOL REACTION VIA DIVALENT TIN ENOLATE
Iwasawa, Nobuharu,Mukaiyama, Teruaki
, p. 1441 - 1444 (2007/10/02)
Highly enantioselective cross aldol reaction between aromatic ketones and various aldehydes is achieved via divalent tin enolates employing chiral diamines derived from (S)-proline as ligands.
