Abstract
Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.
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