Crude cell-free preparations of Botrytis cinerea were found to oxidize straight-chain primary alcohols (except methanol), aromatic primary alcohols, and unsaturated primary alcohols. The resulting products were the corresponding aldehydes and an equal molar quantity of hydrogen peroxide.

Efficient syntheses of aldehydes and primary alcohols from terminal olefins are critical to the chemical laboratory and industry. Heavy emphasis has been placed on regioselective olefin functionalization in recent decades. This perspective mainly focuses on advances in the Wacker-type oxidation and tandem hydration of terminal olefins with anti-Markovnikov selectivity.

Primary carbohydrate amines at primary and secondary carbons are alkylated by alcohols in the presence of [Cp*IrCl(2)](2). When primary carbohydrate alcohols are used as the coupling partners and in the presence of Cs(2)CO(3), amine-linked pseudodisaccharides are obtained. Secondary carbohydrate alcohols are unaffected under these conditions, which allows regioselective reactions.

The acid free asymmetric intermolecular α-alkylation of aldehydes with alcohols has been discovered using trifluoroethanol as solvent. This unprecedented system affords the enantioenriched functionalized primary alcohols (after NaBH(4) reduction) in high yields and good to excellent enantioselectivities with wide substrate scope in the absence of any acid additive.

Aerobic oxidation reactions have been the focus of considerable attention, but their use in mainstream organic chemistry has been constrained by limitations in their synthetic scope and by practical factors, such as the use of pure O(2) as the oxidant or complex catalyst synthesis. Here, we report a new (bpy)Cu(I)/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a...

The influence of water-miscible alcohols (methanol, 1-propanol, 2-propanol, and t-butyl alcohol) on the isomerization of glucose to fructose and mannose was investigated under subcritical aqueous conditions (180-200 °C). Primary and secondary alcohols promoted the conversion and isomerization of glucose to afford fructose and mannose with high and low selectivity, respectively. On the other han...

Iron (III) meso-tetrakis(p-sulfonatophenyl)-β-octabromoporphyrin supported on Amberlite IRA- 400 [Fe(Br8 TPPS)-Ad-400] is a robust and efficient catalyst for oxidation of alkenes and alcohols at room temperature. The catalyst exhibits a high activity and stability in hydrocarbon oxidation by H2 O2 . The method was useful in the oxidation of various primary, secondary-aliphatic, alicyclic and ar...

methoxymethylation of a variety of alcohols was performed using formaldehyde dimethyl acetal in the presence of 1,3-dichloro-5,5-dimethyl hydantoin [dcdmh] and poly n,n′-dibromo-n-ethyl naphthyl-2,7-disulfonamide [pbns] as catalysts at room temperature and under solvent-free conditions. our experiments show that primary and secondary alcohols can be smoothly converted into the corresponding mom...

Cu/TEMPO catalyst systems promote efficient aerobic oxidation of sterically unhindered primary alcohols and electronically activated substrates, but they show reduced reactivity with aliphatic and secondary alcohols. Here, we report a catalyst system, consisting of ((MeO)bpy)Cu(I)(OTf) and ABNO ((MeO)bpy = 4,4'-dimethoxy-2,2'-bipyridine; ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl), that mediates a...

The first metal-free reduction of lignin model compounds is described. Using inexpensive Et3SiH, PMHS and TMDS hydrosilanes as reductants, α-O-4 and β-O-4 linkages are reduced to primary alcohols and phenols under mild conditions using B(C6F5)3 as an efficient catalyst.