Diisopropyldichlorosilane → HCID 13431539, compound

Participants

Reaction Steps

Dichlorodiisopropylsilane 1 is treated with n-butyllithium in tetrahydrofuran solution to yield butyldiisopropyl-chlorosilane 2, which is then reacted with lithium (trimethylsilyl)acetylide in situ to yield trimethylsilyl protected ethynyl butyldiisopropylsilane 3. Selective removal of the TMS group with potassium carbonate affords ethynyl butyldiisopropylsilane 4. Using a standard procedure, this ethynyl silane is lithiated with n-butyllithium then reacted with commercial flavanthrone to yield the diol intermediate 5, which is reductive-aromatized under acidic conditions to afford 6.

Provenance & Evidence