The tandem insertion of allyl carbenoids and aldehydes or ketones into zirconacyclopentanes: Variation of the allyl Moiety and functionalisation of the final carbon-zirconium bond

Add time:09/04/2019    Source:sciencedirect.com

In situ deprotonation of 2-methyl, 2-chloromethyl-, 2-trimethylsilylmethyl-, and 2-methoxymethoxy-substituted allyl chlorides generates allyl carbenoids which insert into zirconacyclopentanes to afford allyl zirconocenes. Allyl bromides, p-toluenesulphonates, or N,N-diisopropylcarbamates may also be used. The allyl zirconocenes undergo further reaction with aldehydes / BF3.Et2O or ketones to give oxazirconacycles which may be protonated, halogenated, or oxygenated to afford organic products.

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