ChemInform Abstract: Stoichiometric Generation of 3-Siloxyallenyllithium and Its Reactions with Electrophiles.
Abstract
The propargylic alcohol (I) reacts with butyllithium to give the allene (II) which is further lithiated and then substituted with the halides (IV), yielding the allenyl silyl ethers (V).
ChemInform Abstract
The propargylic alcohol (I) reacts with butyllithium to give the allene (II) which is further lithiated and then substituted with the halides (IV), yielding the allenyl silyl ethers (V). Hydrolysis gives the unsaturated ketones (VI). The lithium derivative (III) reacts with benzaldehyde (VII), forming the siloxyalkynylcarbinol (VIII). The unsaturated (cyclic) ketones (X) and (III) produce the allenyl ketones (XI) and the diketones (XII) in the presence of the copper acetylide (IX).