724463-80-3Relevant academic research and scientific papers
BICYCLIC COMPOUNDS
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, (2020/10/28)
Provided herein are compounds and pharmaceutical compositions comprising said compounds that are useful for treating cancers. Specific cancers include those that are mediated by YAP/TAZ or those that are modulated by the interaction between YAP/TAZ and TEAD.
Catalytic β C-H amination: Via an imidate radical relay
Stateman, Leah M.,Wappes, Ethan A.,Nakafuku, Kohki M.,Edwards, Kara M.,Nagib, David A.
, p. 2693 - 2699 (2019/03/06)
The first catalytic strategy to harness imidate radicals for C-H functionalization has been developed. This iodine-catalyzed approach enables β C-H amination of alcohols by an imidate-mediated radical relay. In contrast to our first-generation, (super)stoichiometric protocol, this catalytic method enables faster and more efficient reactivity. Furthermore, lower oxidant concentration affords broader functional group tolerance, including alkenes, alkynes, alcohols, carbonyls, and heteroarenes. Mechanistic experiments interrogating the electronic nature of the key 1,5 H-atom transfer event are included, as well as probes for chemo-, regio-, and stereo-selectivity.
Directed β C-H Amination of Alcohols via Radical Relay Chaperones
Wappes, Ethan A.,Nakafuku, Kohki M.,Nagib, David A.
, p. 10204 - 10207 (2017/08/10)
A radical-mediated strategy for β C-H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcohols. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcohols to their β-amino analogs (via in situ conversion of alcohols to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramolecular amination is product- and stereo-determining.
Synthesis of Optically Active Hydroxyalkylpyridines and Related Pyridyl Amines
Chelucci, Giorgio,Cabras, M. Antonietta,Saba, Antonio
, p. 1973 - 1978 (2007/10/02)
2-(1-Hydroxyalkyl)pyridines have been prepared by cobalt(I)-catalyzed cocyclotrimerization reaction of O-protected α-hydroxynitriles with acetylene.From these compounds the related pyridyl amines have been obtained.
Chiral Ligands Containing Heteroatoms:13. Optically Active 4-(2'-Pyridyl-1,3-oxazolidines: an Improved Synthesis of 2-(2'-Pyridyl)-2-aminoalcohols
Conti, Sandra,Cossu, Sergio,Giacomelli, Giampaolo,Falorni, Massimo
, p. 13493 - 13500 (2007/10/02)
An improved synthesis of 2-(2'-pyridyl)-2-aminoalcohols 1a and 1b, in enantiomerically pure form via 1,3-oxazolidine derivatives is presented.Some efficient and selective methods for both the cleavage of the oxazolidine ring and the removal of the N-Boc p
Chiral ligands containing heteroatoms; 12. Synthesis of optically active 2-amino-2-(2'-pyridyl)-1-alkanols from β-hydroxy-α-amino acids
Cossu,Conti,Giacomelli,Falorni
, p. 1429 - 1432 (2007/10/02)
The synthesis of a new class of optically active ligands such as the title compounds is presented. All the multistep procedures adopted start by the conversion of L-serine and L-threonine into the proper 2,2-dimethyloxazolidines, followed by transformatio
