Ring strain effects in enyne-allene thermolysis: Switch from the Myers-Saito reaction to the C2-C6 biradical cyclization

DOI: 10.1016/S0040-4039(97)01393-2

Source and publish data:

Tetrahedron Letters p. 6177 - 6180 (1997)

Update date:2022-08-03

Topics:

Authors:

Schmittel, Michael

Steffen, Jens-Peter

Auer, Dominik

Maywald, Michael

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Article abstract of DOI:10.1016/S0040-4039(97)01393-2

The mode of the thermal cyclization of enyne-allenes 1 depends on ring strain effects: when the ene functionality is part of a benzene, cyclohexene or cycloheptene ring the novel C²-C⁶ biradical cyclization is observed, while when it is part of a cyclopentene ring the Myers-Saito cycloaromatization is registered.

Full text of DOI:10.1016/S0040-4039(97)01393-2

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