Carbon-Carbon Bond Formation between α-Chloro Ethers and Alkyl- and Alkenylzirconocenes

摘要

α-Halo ethers are useful synthetic intermediates. Carbon-carbon bond formation between α-halo ethers and organometallics leads to many useful products. However, a completely general protocol for reaction of α-halo ethers with both alkyl- and alkenylorganometal-lics has not been reported. Alkyl- and alkenyizir-conocene chlorides, RZrCp_2Cl, are readily available from alkenes and alkynes. As part of our program to develop new reactions of zirconocene organometallics, we became interested in the reaction of alkyl- and alkenylzirconocene chlorides with a-chloro ethers since this would represent a new carbon-carbon bond-forming reaction. In this paper, we report the results of the reaction of organozir-conocene chlorides with a-chloro ethers to provide ethers and trans-allylic ethers.