Computed Properties of C19H18N2O2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane, is researched, Molecular C19H18N2O2, CAS is 132098-59-0, about Ni(II)-catalyzed asymmetric alkenylations of ketimines. Author is Quan, Mao; Wang, Xiaoxiao; Wu, Liang; Gridnev, Ilya D.; Yang, Guoqiang; Zhang, Wanbin.
Ni(II)-catalyzed asym. alkenylation of cyclic ketimines I [R = Me, cyclopropyl, CO2Me, etc.; R1 = H, 8-Me, 7-Cl, etc.; n = 0, 1] with R2CH=CHB(OH)2 (R2 = n-Pr, cyclohexyl, Ph, etc.) for the preparation of chiral allylic amines II was reported. The method well tolerated a variety of ketimines and alkenylboronic acids R2CH=CHB(OH)2 and afforded the desired products in good yields (up to 99%) and enantioselectivities (up to >99% ee). A Ni(II)-catalyzed asym. cascade alkenylation/ring-expansion reaction of alkenyl cyclic ketimines was also developed to yield a series of seven-membered chiral sulfonamides III [R3 = t-Bu, i-Pr, cyclohexyl.; R4 = C6H5, 3-FC6H4, etc.] with good yields and enantioselectivities under mild reaction conditions. This reaction was also an efficient method for the preparation of trisubstituted conjugated dienes. Mechanistic studies showed that the alkenylation was the enantioselectivity-determining step, while the ring expansion step was a stereospecific process. The site-selectivity of the ring rearrangement expansion could be controlled by the formation of a large p-conjugated system or by steric interactions. Transformations of products for both types of reactions were also conducted to show the potential applications of this methodologies.
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