SAMARIUM(II) IODIDE PROMOTED RADICAL RING OPENING REACTIONS OF CYCLOPROPYL KETONES

DOI: 10.1016/0040-4039(91)80245-2

Source and publish data:

Tetrahedron Letters p. 6649 - 6652 (1991)

Update date:2022-08-04

Topics:

Authors:

Batey, Robert A.

Motherwell, William B.

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Article abstract of DOI:10.1016/0040-4039(91)80245-2

Radical ring opening reactions of cyclopropyl ketones mediated by samarium(II) iodide-induced single electron transfer have permitted the elaboration of a tandem rearrangement cyclisation strategy.The resultant samarium enolates may be effectively quenched on oxygen or carbon by electrophiles.Key Words: Samarium(II) Iodide Reduction; Cyclopropylcarbinyl Radical Rearrangement; Cyclopropyl Ketone; Radical Cyclisation; Samarium Enolate.

Full text of DOI:10.1016/0040-4039(91)80245-2

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