TY - JOUR

T1 - Synthesis of diallyl acetals from allyl alcohol and paraformaldehyde or 1,3,5-trioxanes

AU - Kazantsev, Daniil A.

AU - Denisov, A. A.

AU - Koryakova, O.

AU - Ezhikova, M.

AU - Kodess, M.

AU - Pestov, A.

N1 - This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation within the framework of the Russian state assignment to the Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences for 2023 (Theme No. AAAA-A19-119011790132-7) and carried out using the equipment of the Center for Joint Use “Spectroscopy and Analysis of Organic Compounds” at the IOS UB RAS.

PY - 2023/12/1

Y1 - 2023/12/1

N2 - The solvent-free reaction of 1,3,5-trioxane or paraldehyde with allyl alcohol under mild conditions afforded diallyloxymethane and 1,1-diallyloxyethane in up to 98% yields. The TsOH—CaCl2 (anhydrous) catalytic system used in the reaction allowed generation of HCl during the process. The use of paraformaldehyde instead of 1,3,5-trioxane increased the yield of diallyloxymethane up to 98%.

AB - The solvent-free reaction of 1,3,5-trioxane or paraldehyde with allyl alcohol under mild conditions afforded diallyloxymethane and 1,1-diallyloxyethane in up to 98% yields. The TsOH—CaCl2 (anhydrous) catalytic system used in the reaction allowed generation of HCl during the process. The use of paraformaldehyde instead of 1,3,5-trioxane increased the yield of diallyloxymethane up to 98%.

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U2 - 10.1007/s11172-023-4100-y

DO - 10.1007/s11172-023-4100-y

M3 - Article

VL - 72

SP - 2908

EP - 2912

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 12

ER -