Intramolecular Diels-Alder Additions of Benzynes to Furans. Exploratory Studies
β Scribed by Best, WM; Wege, D
- Book ID
- 121651491
- Publisher
- Commonwealth Scientific and Industrial Research Organisation Publishing
- Year
- 1986
- Tongue
- English
- Weight
- 496 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0004-9425
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π SIMILAR VOLUMES
Substituted benzynes can be trapped intramolecularty by an attached furan moiety and such a reaction has been used in the synthesis of the natura'LZy occurring o-naphthoquinone mansonone E. The intramolecular Diels-Alder reaction continues to enjoy considerable popularity, particularly in its appli
The stereochemical outcome of intramolecular Diels-Alder reactions of furans with Z-and E-2-ene-1,4-dione units attached by a bridging chain to C-2 of the furan results from modification of the steric demands of the bridging chain by the preference of the external activating group to adopt an endost
2,3-Dihydro-lH-phenalene derivative 1 was synthesized by the intramolecular Diels-Alder reaction (21+22). 2,5\_Dimethylpyrrole was used as a protecting group for the primary amine. Interest in the lH-phenalene ring system1 originates from several directions. Early literature has been summarized by
The 'exo'and 'endo'descriptors are used to designate the orientation of the cyclopropane ring in the transition states andin the products of the cycloaddition to furans. The use of these descriptors is extended, by analogy, to cycloadditions of cyclopropenes to open-chain dienes [3] [4]. Data were