Cyclopropylcarbinols oxidative rearrangement

Oxidative rearrangement of the tertiary-cyclopropylcarbinol 262 using PCC leads to the / ,y-unsaturated ketone 263 and halide 264 [149], (Scheme 104)... 

The oxidative rearrangement of tertiary cyclopropylcarbinols to 3,4-unsaturated carbonyl conqrounds is analogous (or homologous) to the reaction of allylic alcohols, and is shown in the example in equation... 

The oxidative rearrangement of tertiary cyclopropylcarbinols to 3,4-unsaturated carbonyl compounds is analogous (or homologous) to the reaction of allylic alcohols, and is shown in the example in equation (29). This reaction has been shown to proceed stereospecifically in the conversion of the cis-substituted cyclopropylcarbinol (29) to the (Z)-enynone (30) shown in equation (30). The substrates with R = H, Me and TMS all gave comparable yields. 

Oxidative rearrangement of cyclopropylearbinoh to, y-enoues Tertiary cyclopropylcarbinols (1), which can be prepared by addition of cyclopropyl organometallic reagents to ketones, are oxidized by PCC (5 equiv.) mainly to /3,y-enones (2). The related reagent C5H5NHCr03BF4 is equally effective. Traces... 

TT-Allylnickel halides react with 2-pyridylcarboxylates as acylating agents in a new mild process leading to /3,y-unsaturated ketones/ and the oxidative rearrangement of tertiary cyclopropylcarbinols provides a further route to /3,y-unsaturated ketones, if only in moderate yields [equation (22)]. 

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