Abstract

AbstractA nine-step synthetic sequence to linear tetraquinanes involving [3+2] cycloaddition, chemoselective allylation, and ring-rearrangement metathesis as key steps is reported. A chemoselective allylation of 7-ketonorbornene was realized for the first time by using indium powder and allyl bromide. By this method, norbornene ketones can be selectively allylated in the presence of a cyclopentanone moiety to give good yields of monoallylated Barbier-type products.

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