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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.Ward, Robert S.

Pelter, AndrewPelter, Andrew

Venkateswarlu, RevuruVenkateswarlu, Revuru

Kamakshi, ChakicherlaKamakshi, Chakicherla

Subhash, Pithani V.Subhash, Pithani V.

Moinuddin, Syed G. A.Moinuddin, Syed G. A.

Hursthouse, Michael B.Hursthouse, Michael B.

Coles, Simon J.Coles, Simon J.

Hibbs, David E.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

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

Products guided by the article

Product name:(1S,8R,9S,12S)-8-(3,4-Dimethoxy-phenyl)-12-hydroxymethyl-4,5-dimethoxy-11-oxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-ol

Cas No:252726-94-6

252726-94-6

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