Tetrahedron p. 2901 - 2908 (1987)
Update date:2022-08-05
Topics:
Donaldson, William A.
The cleavage of the title compounds (7) in methanolic potassium hydroxide gives mixtures of olefins and α-methoxyolefins in good yields.The ratio of the products is dependent on the size of the carbocyclic ring.The mechanism proposed involves cleavage of 7 to the corresponding allylic chloride (8).Solvolysis of the chloride gives the α-methoxyolefin.Alternatively, oxidative addition of 8 to Pd(O) generates a new ?-allyl complex which affords the olefin product upon subsequent cleavage.
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