146952-59-2Relevant academic research and scientific papers
Iridium-catalyzed stereoselective [3+2] annulation of α-oxocarboxylic acids with 1,3-dienes
Yabe, Ryota,Ebe, Yusuke,Nishimura, Takahiro
, p. 5917 - 5920 (2021)
The stereoselective annulation of α-oxocarboxylic acids with 1,3-dienes proceeded in the presence of a hydroxoiridium catalyst to give α-hydroxy-γ-lactones in good yields with high 3,5-transrelative stereochemistry. The use of a chiral diene ligand for a cationic iridium complex enabled asymmetric annulation with high enantioselectivity.
A Dinickel Catalyzed Cyclopropanation without the Formation of a Metal Carbene Intermediate
Maity, Arnab K.,Kalb, Annah E.,Zeller, Matthias,Uyeda, Christopher
supporting information, p. 1897 - 1902 (2020/11/30)
(NDI)Ni2 catalysts (NDI=naphthyridine-diimine) promote cyclopropanation reactions of 1,3-dienes using (Me3Si)CHN2. Mechanistic studies reveal that a metal carbene intermediate is not part of the catalytic cycle. The (NDI)Ni2(CHSiMe3) complex was independently synthesized and found to be unreactive toward dienes. Based on DFT models, we propose an alternative mechanism that begins with a Ni2-mediated coupling of (Me3Si)CHN2 and the diene. N2 extrusion followed by radical C?C bond formation generates the cyclopropane product. This model reproduces the experimentally observed regioselectivity and diastereoselectivity of the reaction.
Expanded scope in ethylene-alkyne cross-metathesis: coordinating heteroatom functionality at the propargylic position.
Smulik,Diver
, p. 2271 - 2274 (2007/10/03)
The Grubbs 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene-substituted ruthenium complex 1 catalyzed ethylene-alkyne cross-metathesis and was shown to tolerate free hydroxyl groups and coordinating functionality at the propargylic and homopropargylic position
