Yang, Peng-Fei; Zhu, Lei; Liang, Jian-Xing; Zhao, Han-Tong; Zhang, Jian-Xin; Zeng, Xian-Wang; Ouyang, Qin; Shu, Wei published the artcile< Regio- and Enantioselective Hydroalkylations of Unactivated Olefins Enabled by Nickel Catalysis: Reaction Development and Mechanistic Insights>, SDS of cas: 167479-01-8, the main research area is mechanism hydroalkylation olefin alkyl halide regioselective enantioselective nickel catalyst; alkene alkyl halide nickel catalyst enantioselective regioselective hydroalkylation; alkyl amide preparation.
Direct construction of fully alkyl-substituted tertiary chiral centers remote to activating groups is highly challenging and desirable. Herein, a Ni-catalyzed enantioselective hydroalkylation of unactivated alkenes with unactivated alkyl halides at room temperature is reported, providing a general and practical access to fully alkyl-substituted tertiary stereogenic carbon centers not adjacent to activating groups. This reaction undergoes regio- and stereoselective hydrometalation of unactivated alkenes with a nontrivial Markovnikov selectivity, followed by cross-coupling with unactivated alkyl electrophiles to access trialkyl tertiary saturated stereogenic centers not adjacent to activating groups. The mild and robust conditions enable the use of terminal and internal unactivated alkenes and unactivated primary and secondary alkyl, benzyl and propargyl halides to construct diverse trialkyl tertiary stereogenic carbon centers with broad functional group tolerance. Moreover, exptl. investigations support the reaction undergoing irreversible and stereoselective hydrometalation of alkenes. D. functional theory calculations provide further insights into the reaction mechanism, suggesting a stereoselective migration insertion of alkenes with Ni(II)-H species. Finally, the origin of the regio- and enantioselectivities was also investigated.
ACS Catalysis published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 167479-01-8 belongs to class iodides-buliding-blocks, and the molecular formula is C8H16INO2, SDS of cas: 167479-01-8.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com