360787-25-3Relevant academic research and scientific papers
Amide α,β-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide
Chen, Yifeng,Turlik, Aneta,Newhouse, Timothy R.
supporting information, p. 1166 - 1169 (2016/02/18)
A practical and direct method for the α,β-dehydrogenation of amides is reported using allyl-palladium catalysis. Critical to the success of this process was the synthesis and application of a novel lithium N-cyclohexyl anilide (LiCyan). The reaction conditions tolerate a wide variety of substrates, including those with acidic heteroatom nucleophiles.
Syntheses of 5a′-homo-vinblastine and congeners designed to establish structural determinants for isolation of atropisomers
Kuehne,Cowen,Xu,Borman
, p. 5303 - 5316 (2007/10/03)
The syntheses of 5a′-homo-vinblastine (3a) and its C-20′ methyl congener 62a were achieved. In contrast to vinblastine, these compounds did not allow isolation of atropisomers because of their lower conformational inversion barrier. However, annelation of a six-membered ring to the conformationally mobile D′-piperidine ring provided an isolated atropisomer 81a, which could be converted to its lower energy conformation 65a on heating. The 5a′-homo-vinblastine congeners 3a, 62a, and 65a showed vinblastine-like inhibition of tubulin polymerization and cytotoxicity to L1210 leukemia cells, albeit at lower potency for the latter activity, than that found with the corresponding compounds in the vinblastine series.
