Furylcarbinols furans

FURFURAL ALCOHOL 2-Furancarbinol, Furfuralcohol, 2-Furylcarbinol, 2-Hydroxy inethyi-furan NL, III 1 2 1... [Pg.102]

The reversal of the well-known transformation of sugars into pyrans has been detailed as a method for assembling simple monosaccharides from simple furans (71T1973). A compound of the 2-furylcarbinol type was converted by the Br2/MeOH procedure into a mixture of the cis and trans isomers of the corresponding 2,5-dimethoxy-2,5-dihydrofuran derivative (129). Mild acid hydrolysis of (129) resulted in cleavage of the acetal bonds with formation of the dicarbonyl compound (130) which underwent immediate cyclization to 2,3-dideoxy-DL-alk-2-enopyranos-4-ulose (131 Scheme 29). [Pg.426]

Pyridinium chlorochromate in dichloromethane reacts with furans to give a range of products, but they are all formed by 1,4-electrophilic attack of chlorochromate on the furan ring the fate of the resultant intermediate (57) by heterolytic cleavage of the Cr—O bond depends on the substituents at the a-positions of the substrate. 2,5-Dialkylfurans yield a, /8-unsaturated-y-dicarbonyl compounds, 5-methyl-2-furylcarbinols yield pyran derivatives, and 5-bromo-2-furylcarbinols yield 5-hydroxyfuran-2(5//)-ones (Scheme 25) (80T661). [Pg.610]

A somewhat similar problem is revealed by the acid-catalyzed ring opening of oxetans (104). These are formed by photochemical [2 + 2] additions, and with boron fluoride or aluminium chloride they supply 3-furylcarbinols (105) mixed, however, with the isomeric 2-furylcarbinols (106). With toluene-sulfonic acid only the expected 3-furylcarbinol results, but this is changed into the 2-isomer when treated with one of the Lewis acids. The rearrangement is believed to be effected by dissociation into furan and a carbenium ion... [Pg.293]

Furanmethano, furan-2-methanol, (2-furyl)methanol, furfuryl alcohol, 2-furylcarbinol, 2-hydroxymethylfuran [98-00-0 FEMA 2491... [Pg.223]

Updated Entry replacing H-01785 (X-Methyl-2-furanmethanol, 9CI. Methyl-2-furylcarbinol a-Methylfurfuryl alcohol 2- l-Hydroxyethy[ furan [4208-64-4]... [Pg.199]

Hydrogen chloride Marckwald furan ring opening /-Ketocarboxylic acid esters from furylcarbinols... [Pg.342]

Dimethoxy-2,5-dihydrofurfuryl alocohl dissolved in 2%-H2S04, and allowed to stand 1.5 hrs. at room temp. 2,3-dideoxy-DL-pent-2-enopyranos-4-ulose. Y ca. 100%. - This is a stage of a multi-step conversion of furan derivs. into monosaccharides. F. e. s. O. Achmatowicz, Jr., et al.. Tetrahedron 27, 1973 (1971) 6-hydroxy-2,6-dihydro-3-pyrones from furylcarbinols by oxidative ring expansion cf. Y. Lefebvre, Tetrah. Let. 1972, 133. [Pg.81]

A simple alternative synthesis of the rethrolone skeleton from furans is by conversion into the corresponding 2-furylcarbinol (83) followed by acid-catalysed... [Pg.303]

Furans from furylcarbinols in the vapor phase—Selective reduction s. 14, 138... [Pg.407]

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