Prins Reaction of 2-Oxabicyclooct-6-en-3-one and Related Derivatives

DOI: 10.1016/S0040-4020(01)88339-3

Source and publish data:

Tetrahedron p. 10345 - 10352 (1992)

Update date:2022-08-05

Topics:

Authors:

Toemoeskoezi, Istvan

Gruber, Lajos

Baitz-Gacs, Eszter

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Article abstract of DOI:10.1016/S0040-4020(01)88339-3

Reaction of formaldehyde with the title olefinic lactone in acetic acid affords diacetate of 1,3-diol (2a) as the main product in 50-60percent yield via regioselective trans-addition.Less favourable results were obtained with related bicyclic derivatives.

Full text of DOI:10.1016/S0040-4020(01)88339-3

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Product name:Acetic acid (3aR,4S,5R,6aS)-4-benzyloxymethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

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