5702-29-4

Usage

InChI:InChI=1/C6H12O2/c1-2-6-7-4-3-5-8-6/h6H,2-5H2,1H3

Upstream product

• 17230-31-8 2-methoxy-1,3-dioxane 
• 925-90-6 ethylmagnesium bromide 
• 6180-67-2 3-allyloxy-1-propanol 
• 1396797-87-7 2-(2'-fluoroethyl)-1,3-dioxane 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 62930-27-2 2-isopropyl-1,3,2-dioxaborinane 
• 123-38-6 propionaldehyde 
• 78135-17-8 3-(1'-methoxypropoxy)-1-propanol 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 4161-22-2 3-propoxypropanol 

Relevant academic research and scientific papers

Fe-catalysed Kumada-type alkyl-alkyl cross-coupling. Evidence for the intermediacy of Fe(i) complexes

A novel Fe-NHC catalytic system allows the alkyl-alkyl cross-coupling reaction of alkyl halides and alkylmagnesium reagents has been developed. To our knowledge, this is the first Fe-catalysed Kumada-type coupling for the formation of C(sp3)-C(sp3) bonds in the presence of functional groups. The process takes place under mild conditions, avoiding the formation of β-elimination products. Mechanistic studies suggest the intermediacy of Fe(i) complexes, formed by reduction with the Grignard reagent, as the active species.

Dinuclear iron complex-catalyzed cross-coupling of primary alkyl fluorides with aryl grignard reagents

Iron-catalyzed cross-coupling of nonactivated primary alkyl fluorides with aryl Grignard reagents has been achieved by using the low-coordinate dinuclear iron complex [(IPr2Me2)Fe(μ2-NDipp) 2Fe(IPr2Me2)] as the catalyst. This iron-catalyzed C(sp3)-F bond arylation reaction is applicable to a variety of aryl Grignard reagents and primary alkyl fluorides. The product pattern suggests the involvement of a radical-type mechanism for its C-F bond scission step.

Highly selective isomerization of allyloxyalcohols to cyclic acetals or 1-propenyloxyalcohols

Highly selective isomerization of allyloxyalcohols either to 1-propenyl derivatives or to cyclic acetals of propanal depending on the transition metal (Ru, Rh) complex used is described together with a proposed explanation of an alternative reaction, which permits broad application of the described method.

SYNTHESIS OF CYCLIC ACETALS FROM ALDEHYDES AND DIOLS MEDIATED BY BUTYLTIN TRICHLORIDE

A facile and convenient method for the preparation of cyclic acetals from aldehydes and diols utilizing butyltin trichloride as acid catalyst and dehydrating agent is proposed.Some 2-alkyl-1,3-dioxolanes and -dioxans (alkyl = Et and i-Pr) have been prepared under mild conditions. 2-vinyl-1,3-dioxan has also been produced by transacetalization from acrolein dimethyl acetal and 1,3-propanediol.

REACTION OF 2-METHOXY-1,3-DIOXANE WITH GRIGNARD REAGENTS: REAGENT-SUBSTRATE COMPLEXATION AND STEREOELECTRONIC CONTROL.

The stereoelectronically controlled reaction of 2-methoxy-1,3-dioxane (1) with Grignard reagents does not follow the course suggested by the behavior of anancomeric models for the conformational isomers of 1.Treatment of 1 with RMgX leads to the predominant formation of acid labile 3-(1'-methoxyalkoxy)-1-propanols, derived from endocyclic cleavage of the ring C-O bond, and only minor amounts of the expected 2-R-1,3-dioxanes.