20053-89-8Relevant academic research and scientific papers
CLEAVAGE OF (3-CHLORO-2-METHYLENECYCLOALKYL)PALLADIUM CHLORIDE DIMERS: FORMATION OF OLEFINS AND α-METHOXYOLEFINS
Donaldson, William A.
, p. 2901 - 2908 (2007/10/02)
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.
REACTIVITY OF (3-CHLORO-2-METHYLENECYCLOALKYL)PALLADIUM CHLORIDE DIMERS: PD-ALLYL CLEAVAGE, SYNTHESIS OF (+/-)-13-METHYLTRIDECANOLIDE
Donaldson, William A.,Taylor, Barbara S.
, p. 4163 - 4166 (2007/10/02)
The reactions of the title compounds under cleavage conditions affords the corresponding cycloalkenes as the major product.This methodology was used in the synthesis of 13-methyltridecanolide from cyclododecene.
