35304-80-4Relevant academic research and scientific papers
Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions
Costello, Jeff P.,Ferreira, Eric M.
supporting information, p. 9934 - 9939 (2019/12/24)
The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.
Aspects of Tautomerism. Part 15. Investigations on Oxo-participation in δ-Oxocarboxylic Acid Chlorides during their Formation and Alcoholysis
Shashidhar, M. Srikantaiah,Bhatt, M. Vivekananda
, p. 355 - 358 (2007/10/02)
Oxalyl chloride converts ring-substituted 4-benzoylbutyric acids into a mixture of normal and pseudoacid chlorides by two independent and competing pathways.Pseudoacid chlorides are formed by a concerted 2?+2?+2? pathway.I
