Transformations of lignans, Part IV. Acid-catalysed rearrangements of gmelinol with BF3-etherate and study of a product with a unique lignan skeleton formed by further oxidation with DDQ

DOI: 10.1016/S0040-4020(99)00799-1

Source and publish data:

Tetrahedron p. 13071 - 13086 (1999)

Update date:2022-08-03

Topics:

Authors:

Ward, Robert S.

Pelter, Andrew

Venkateswarlu, Revuru

Kamakshi, Chakicherla

Subhash, Pithani V.

Moinuddin, Syed G. A.

Hursthouse, Michael B.

Coles, Simon J.

Hibbs, David E.

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Article abstract of DOI:10.1016/S0040-4020(99)00799-1

Reaction of gmelinol 1 with BF₃-etherate followed by treatment with various additives gave two isomeric products 2 and 5 formed by rearrangement of the 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane skeleton. Compounds 2 and 5 on oxidation with DDQ i

Full text of DOI:10.1016/S0040-4020(99)00799-1

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