Abstract
Chiral gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers are present in many natural products and important pharmacophores. While numerous catalytic asymmetric methods enable access to 1,1-diaryl motifs, transition metal-catalyzed asymmetric arylations (TMCAAr) are one of the most powerful methods to prepare enantiopure gem-diarylalkane compounds. The main methodology includes enantioselective 1,2- or 1,4-additions across C[double bond, length as m-dash]O, C[double bond, length as m-dash]N and C[double bond, length as m-dash]C bonds by arylmetallic reagents; aryl cross-couplings of olefins, benzylic (pseudo)halides and aziridines; asymmetric aryl substitution reactions of allylic substrates; and isotopic benzylic C-H arylation.
Highlights
Chiral gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers are present in many natural products and important pharmacophores
Chiral gem(1,1)-diaryl containing tertiary or quaternary stereogenic centers are present in many natural products and important pharmacophores that possess distinct bioactivities, such as anticancer, antidepressant and antifungal properties and so on.[1]
Access to 1,1-diarylalkanes with a high level of optical purity using this technique is challenging because little differentiates the two aryl groups aNatural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, People’s Republic of China
Summary
Transition metalcatalyzed asymmetric arylations (TMCAArs), which install an aryl group onto the benzylic position of substrates in an enantioselective or stereoconvergent manner, represent the most powerful method In this eld, development of new reactions, chiral ligand families and metal complexes has enabled the precise construction of various chiral diaryl motifs, including dibenzyl alkanes and alkenes, 1,1-diarylmethanols, 1,1-diarylmethylamines and so on. Transition metal-catalyzed asymmetric aryl addition reactions to C]C, C]O and C]N bonds represent a highly efficient method to construct tertiary or quaternary stereogenic centers, concomitant with the formation of Csp3–Csp[2] bonds These transformations are frequently used to prepare important chiral gem-diaryl containing compounds from activated styrene and aryl-substituted carbonyl substrates. Scheme 3 The enantioselective 1,4-addition of arylboronic acids to baryl substituted unsaturated carbonyl derivatives
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
