An approach to open-chain 1,5-stereocontrol using a silyl group
Abstract
Nucleophilic attack by an ethylcuprate on the α,β-unsaturated ketone 3 takes place anti to the silyl group to give largely (96∶4) a single product 4, fragmentation of which removes the silyl group, and reveals a pair of stereogenic centres having an open-chain 1,5 relationship 9.