104-54-1Relevant articles and documents
Catalytic hydrosilylation of carbonyl compounds by hydrido thiophenolato iron(II) complexes
Xue, Benjing,Sun, Hongjian,Niu, Qingfen,Li, Xiaoyan,Fuhr, Olaf,Fenske, Dieter
, p. 23 - 28 (2017)
The hydrosilylation of aldehydes and ketones under mild conditions with hydrido thiophenolato iron(II) complexes [cis–Fe(H)(SAr)(PMe3)4] (1–4) as catalysts is reported using (EtO)3SiH as an efficient reducing agent in the yields up to 95%. Among them complex 1 is the best catalyst. Complex 1 could also be used as catalyst to reduce the α,β-unsaturated carbonyl compounds selectively to the α,β-unsaturated alcohols in high yields.
Chemoselective protection of hydroxyl groups and deprotection of silyl ethers
Bandgar,Kasture
, p. 1101 - 1104 (2001)
Trimethylsilylation of alcohols and phenols is carried out using hexamethyldisilazane and LiClO4 under microwave irradiation and neutral conditions. The deprotection of silyl ethers is carried out similarly using natural kaolinitic clay and a few drops of water.
Zn(BH4)2/ultrasonic irradiation: An efficient system for reduction of carbonyl compounds to their corresponding alcohols
Fanari, Siamak,Setamdideh, Davood
, p. 695 - 697 (2014)
Zn(BH4)2 under ultrasonic irradiation is an efficient reducing system in CH3CN. This system reduces a variety of carbonyl compounds to their corresponding alcohols at room temperature in high to excellent yields of the products. Also, a,b-unsaturated aldehydes and ketones was regioselectively reduced to the corresponding allylic alcohols.
Unexpected course of Wittig reaction when using cinnamyl aldehyde as a substrate
Szymczyk, Monika
, p. 264 - 266 (2017)
When trans-cinnamyl aldehyde was used as a substrate of the Wittig reaction, instead of the olefination product, formation of four products with (E)-1,3-diphenylprop-2-en-1-ol and cinnamyl alcohol was observed being quite unexpected ones. The possible mechanism of this unusual reaction has been considered.
Conversion of alkyl halides into the corresponding alcohols under mild reaction conditions
Ruddick, Clare L.,Hodge, Philip,Houghton, Mark P.
, p. 1359 - 1362 (1996)
Reaction of primary, cyclopentyl, allyl and arylmethyl halides, but not an acyclic secondary halide or a tertiary halide, in acetone or tetrahydrofuran with the formate form of a commercial anion exchange resin gave formate esters in good yields. The formates were hydrolysed efficiently to the corresponding alcohols by a brief treatment with hydrochloric acid. Reaction of primary alkyl bromides or iodides, secondary alkyl bromides, cinnamyl and arylmethyl halides in tetrahydropyran or 1,4-dioxane with the bicarbonate form of the same anion-exchange resin gave the corresponding alcohols directly in good yields. This latter reaction can be carried out successfully in the presence of ester or amide groups.
Reduction of carbonyl compounds to the corresponding alcohols with isopropanol on dehydrated alumina under microwave irradiation
Kazemi,Kiasat
, p. 2255 - 2260 (2002)
The reduction of different types of aldehydes and ketones were performed in the presence of isopropylalcohol (as solvent and hydride source) under microwave irradiation. It is proved that dehydrated Woelm chromatographic alumina supported KOH catalyses these transformations. Regioselectivity was observed in the reduction of cinnamaldehyde and chemoselectivity was observed in the reduction of carbonyl in the presence of nitro group.
Exclusive 1,2-reduction of functionalised conjugated aldehydes with sodium triacetoxyborohydride
Singh, Jasvinder,Sharma, Munisha,Kaur, Irvinder,Kad, Goverdhan L.
, p. 1515 - 1519 (2000)
Functionalised α,β-unsaturated aldehydes were exclusively reduced to allylic alcohols with sodium-triacetoxyborohydride. Neither saturated alcohol nor saturated aldehydes are obtained. Conjugated ketones are not reduced.
Pyrococcus furiosus-mediated reduction of conjugated carboxylic acids: Towards using syngas as reductant
Ni, Yan,Hagedoorn, Peter-Leon,Xu, Jian-He,Arends, Isabel W.C.E.,Hollmann, Frank
, p. 52 - 55 (2014)
Pyrococcus furiosus catalyzes the reduction of carboxylic acids to their corresponding alcohols. In addition to hydrogen also carbon monoxide can be used as stoichiometric reductant, paving the way to cheap syngas to promote biocatalytic acid reduction. The enzymes responsible for coupling CO-oxidation to acid reduction are currently unknown but may represent an unprecedented enzyme class. Furthermore, enoate reductase-like activity has been detected in P. furiosus while lacking 'classical' enoate reductases.
Core-shell AgNP@CeO2 nanocomposite catalyst for highly chemoselective reductions of unsaturated aldehydes
Mitsudome, Takato,Matoba, Motoshi,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
, p. 5255 - 5258 (2013)
Selective silver: A core-shell AgNP-CeO2 nanocomposite (AgNP@CeO2) acted as an effective catalyst for the chemoselective reductions of unsaturated aldehydes to unsaturated alcohols with H2 (see figure). Maximizing the AgNP-CeO2 interaction successfully induced the heterolytic cleavage of H2, resulting in highly chemoselective reductions. Furthermore, a highly dispersed AgNP@CeO2 system was also developed that exhibited a higher activity than the original AgNP@CeO2. Copyright
SELECTIVITY IN THE ACID CATALYSED REDUCTION OF CARBONYL COMPOUNDS TO ALCOHOLS BY BIS(TRIPHENYLPHOSPHINE)COPPER(I) TETRAHYDROBORATE: REDUCTION OF ALDEHYDES IN THE PRESENCE OF KETONES
Fleet, G.W.J.,Harding, P.J.C.
, p. 675 - 678 (1981)
Bis(triphenylphosphine)copper(I) tetrahydroborate reduces carbonyl compounds to alcohols in the presence of acid catalysts in excellent yields with high stereoselectivity; α,β-unsaturated aldehydes are reduced regioselectively.In a mixture of an aldehyde and a ketone, an aldehyde may be reduced preferentially.
