314075-79-1Relevant academic research and scientific papers
Aldehyde addition to 1,3-butadiyne-derived zirconacyclocumulenes: Stereoselective synthesis of cis-[3]cumulenols
Fu, Xiaoping,Liu, Yuanhong,Li, Yuxue
, p. 3012 - 3018 (2010)
The direct addition of aldehydes to zirconacyclocumulenes generated through the coupling reactions of benzynezirconocenes with 1,3-butadiynes is achieved cleanly under controlled reaction conditions, which provids a highly stereoselective method for the synthesis of tetra-substituted [3]cumulenols. DFT calculations suggest that there is an equilibrium between seven-membered zirconacyclocumulene (3) and the less stable but more reactive five-membered α-alkynylzirconaindene (2) in the process. The aldehyde reacts with the five-membered zirconaindene intermediate through a cyclic SE2' pathway to afford cumulenol products after hydrolysis.
