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Reactivity of (3-chloro-2-methylenecycloalkyl)palladium chloride dimers: pd-allyl cleavage, synthesis of (±)-13-methyltridecanolide.

✍ Scribed by William A. Donaldson; Barbara S. Taylor

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
250 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

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. The chloropalladation of Q-methylenebicyclo[n.l.O]alkanes (1) quantitatively affords crystalline, air-stable (3-chloro-Z-methylenecycloalkyl)palladium chloride dimers (2, eqn. 1). 192 Compounds 1 may be prepared from the corresponding cyclic olefins 3 in good yield, based on

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