Preparative scalable method for the synthesis of cyclic and acyclic acetals of chloropropiolaldehyde and their transformation into acetals of lithiumpropiolaldehyde
摘要
A simple two-step and easily scalable method for the synthesis of cyclic and acyclic acetals of chloropropiolaldehyde was developed. They readily reacted with n-butyllithium to give stable crystalline acetals of lithiumpropiolaldehyde, which, being strong nucleophiles, reacted with chlorotrimethylsilane, chlorotrimethylstannane, and methyl chloroformate to form bifunctional acetylenes in high yields.