Properties of sodium-bis-(2-methoxyethoxy)aluminiumhydride. I. Reduction of some organic functional groups

Bažant, V.; Čapka, M.; Černý, M.; Chvalovský, V.; Kochloefl, K.; Kraus, M.; Málek, J.

doi:10.1016/s0040-4039(00)89552-0

Cited by 64 publications

(14 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The m/z 213 ion [+CH(CH3>-(CH2)9COOCH3] decomposed further, losing methanol (m/z 213 minus 32 = m/z 181) or methanol and water (m/z 213 minus 32 minus 18 = m/z 163), characteristic of the methyl branch-containing fragment (11). Further indication of the position of the methyl branch was obtained by complete hydrogenation of the unknown FAME to its corresponding alkane, thereby converting the carboxyl group into a methyl group containing one deuterium atom (1). The resulting mass spectrum of the alkane showed a molecular ion at m/z = 269 and major fragment ions at m/z 126 and m/z 169 (Fig.…”

mentioning

confidence: 99%

Cellular fatty acid compositions of an unidentified organism and a bacterium associated with cat scratch disease

et al. 1990

View full text Add to dashboard Cite

The cellular fatty acid composition of a gram-negative bacterium associated with cat scratch disease was determined by capillary gas chromatography-mass spectrometry (GC-MS). The fatty acid profile of this organism was distinct from those of other bacteria we have tested and was characterized by an unknown acid which was identified as 11-methyloctadec-12-enoic acid. The position of the branched methyl group in this acid was established by GC-MS of the reduced acid, and the location of the double bond was confirmed by GC-MS analysis of dimethyl disulfide derivatives. Another clinical isolate with no known relationship to cat scratch disease but with similar morphological and biochemical features had a similar fatty acid profile, including 11-methyloctadec-12-enoic acid.

show abstract

mentioning

confidence: 99%

Cellular fatty acid compositions of an unidentified organism and a bacterium associated with cat scratch disease

et al. 1990

View full text Add to dashboard Cite

show abstract

“…It is necessary to mention that many developed catalytic systems are not able to reduce aliphatic nitriles even under extended reflux conditions. [72][73][74] This inability is related to the deprotonation of the hydrogen α to the nitrile with these reagents and thus halting the reduction. However, our catalytic system is able to reduce aliphatic nitriles in good yields (Table 4, entries 9 and 10).…”

Section: Resultsmentioning

confidence: 99%

Chemo‐selective reduction of nitro and nitrile compounds using Ni nanoparticles immobilized on hyperbranched polymer‐functionalized magnetic nanoparticles

Rezaei

Malekzadeh

Poulaei

et al. 2017

Applied Organom Chemis

View full text Add to dashboard Cite

The nitro and nitrile groups in aromatic and aliphatic compounds containing various reducible substituents such as carboxylic acid, ketone, aldehyde and halogen are selectively reduced to the corresponding amines in water as a green solvent with excellent yields by employing NaBH 4 in the presence of Fe 3 O 4 @PAMAM/Ni(0)-b-PEG nanocatalyst. The morphology and structural features of the catalyst were characterized using various microscopic and spectroscopic techniques. The designed catalyst system because of it being covered with hydrophilic polymers is soluble in a wide range of solvents (e.g. water and ethanol) and suitable for immobilizing and stabilizing Ni nanoparticles in aqueous mediums. In addition, the catalyst can be easily recovered from a reaction mixture by applying an external magnetic field and can be reused up to six runs without significant loss of activity.

show abstract

“…Thus, we reasoned that the stereoselectivity of hydrogenation of this alkene would be reversed by decreasing the steric hindrance of the ester moiety. Toward this end, allyl alcohol 23 a was transformed into α,β‐enone 27 in 73 % yield by reduction with sodium bis(2‐methoxyethoxy)aluminum hydride (Red‐Al)33 and subsequent tosylation of the primary alcohol followed by oxidative rearrangement 34. Indeed, hydrogenation of 27 over Pd/C produced the desired ketone 28 as a single diastereomer in virtually quantitative yield.…”

Section: Methodsmentioning

confidence: 99%

Asymmetric Total Synthesis of (−)‐Englerin A through Catalytic Diastereo‐ and Enantioselective Carbonyl Ylide Cycloaddition

Hanari

Shimada

Kurosaki

et al. 2015

Chemistry A European J

View full text Add to dashboard Cite

An asymmetric total synthesis of the guaiane sesquiterpene (−)‐englerin A, a potent and selective inhibitor of the growth of renal cancer cell lines, was accomplished. The basis of the approach is a highly diastereo‐ and enantioselective carbonyl ylide cycloaddition with an ethyl vinyl ether dipolarophile under catalysis by dirhodium(II) tetrakis[N‐tetrachlorophthaloyl‐(S)‐tert‐leucinate], [Rh2(S‐TCPTTL)4], to construct the oxabicyclo[3.2.1]octane framework with concomitant introduction of the oxygen substituent at C9 on the exo‐face. Another notable feature of the synthesis is ruthenium tetraoxide‐catalyzed chemoselective oxidative conversion of C9 ethyl ether to C9 acetate.

show abstract

Properties of sodium-bis-(2-methoxyethoxy)aluminiumhydride. I. Reduction of some organic functional groups

Cited by 64 publications

References 4 publications

Cellular fatty acid compositions of an unidentified organism and a bacterium associated with cat scratch disease

Cellular fatty acid compositions of an unidentified organism and a bacterium associated with cat scratch disease

Chemo‐selective reduction of nitro and nitrile compounds using Ni nanoparticles immobilized on hyperbranched polymer‐functionalized magnetic nanoparticles

Asymmetric Total Synthesis of (−)‐Englerin A through Catalytic Diastereo‐ and Enantioselective Carbonyl Ylide Cycloaddition

Contact Info

Product

Resources

About