1169877-45-5Relevant academic research and scientific papers
Highly selective stereodivergent synthesis of separable amide rotamers, by using Pd chemistry, and their thermodynamic behavior
Ototake, Nobutaka,Nakamura, Masashi,Dobashi, Yasuo,Fukaya, Haruhiko,Kitagawa, Osamu
supporting information; experimental part, p. 5090 - 5095 (2009/12/26)
By using Pd chemistry, a highly selective stereodivergent synthesis of separable amide rotamers was achieved. Allylation of 2,4,6-tri-tert-bu- tylanilides using a π-allyl-Pd catalyst gave N-allylated anilides with moderate-to-excellent Z-rotamer selectivi
Stereoselective synthesis of separable amide rotamers using π-allyl-Pd catalyst and their thermodynamic behavior
Ototake, Nobutaka,Taguchi, Takeo,Kitagawa, Osamu
, p. 5458 - 5460 (2008/12/21)
Separable amide rotamers were prepared with moderate to excellent Z-selectivities by N-allylation of 2,4,6-tri-tert-butyl-NH-anilides using a π-allyl-Pd catalyst. The present allylation proceeded through a unique mechanism involving O-allylation and the subsequent O,N-allylic rearrangement. The prepared amide rotamers of Z-major changed to equilibrium mixtures of E-major when heated in toluene.
