Abstract

The stereochemistry of the β elimination of β-trimethylsiloxy organoboranes has been investigated by studying the β-methylstyrenes formed from the hydroboration of 1-phenyl-2-trimethylsiloxypropene. It is concluded that the major pathway for the elimination of a β-siloxy organoborane is a cis elimination even in the presence of boron trifluoride-ethyl etherate. The presence of pyridine in the reaction mixture slows down the elimination reaction.

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