Publication

Two homoallyl/cyclopropylalkyl rearrangements accompanying a Wolff-Kishner type reduction

Manfred Schlosser
2001
Journal Articles

Abstract

Conceived as a model study for the enantioselective synthesis of the natural product (S)-bakuchiol, the deoxygenation of a recently described trishomoallyl alc. was attempted using the Kabalka modification of the Wolff-Kishner method after prior oxidn. of the alc. to the ketone. However, an unprecedented succession of homoallyl/cyclopropyl ring closure and ring opening altered the carbon skeleton profoundly. The crucial intermediates are assumed to be radicals although carbanions cannot yet be definitely ruled out. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/b710f371-3aa8-48bd-aba4-201bff82388e

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Manfred Schlosser
2001
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/b710f371-3aa8-48bd-aba4-201bff82388e

About this result

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