The development of new strategies for the preparation of chiral amines is an important objective in organic synthesis. In this , we summarize our approach for catalytically accessing nucleophilic aminoalkyl metal species from 2-azadienes, and its application in generating a number of important but elusive chiral amine scaffolds. Reductive couplings with ketones and imines afford 1,2-amino tertiary alcohols and 1,2-diamines, respectively, whereas fluoroarylations of -difluoro-2-azadienes deliver α-trifluoromethylated benzylic amines.
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http://dx.doi.org/10.1055/s-0037-1611770 | DOI Listing |
Nat Mater
January 2025
Department of Electronic and Computer Engineering, The Hong Kong University of Science and Technology, Hong Kong, China.
Machine learning algorithms have proven to be effective for essential quantum computation tasks such as quantum error correction and quantum control. Efficient hardware implementation of these algorithms at cryogenic temperatures is essential. Here we utilize magnetic topological insulators as memristors (termed magnetic topological memristors) and introduce a cryogenic in-memory computing scheme based on the coexistence of a chiral edge state and a topological surface state.
View Article and Find Full Text PDFOrg Lett
January 2025
Taizhou Research Institute, Southern University of Science and Technology, Taizhou 318014, Zhejiang, China.
Organocatalytic enantioselective formal nucleophilic substitution reactions of α-(2-hydroxynaphthalen-8-yl)propargyl alcohols with 1-(1-indol-3-yl)naphthalen-2-ols have been established for the first time. With the aid of a suitable chiral phosphoric acid, alkynyl 8-methylenenaphthalen-2(8)-one was formed in situ from the corresponding α-(2-hydroxynaphthalen-8-yl)propargyl alcohol, followed by enantioselective 1,6-conjugate additions of 1-(1-indol-3-yl)naphthalen-2-ols to afford a number of enantioenriched (,)-2,3-disubstituted indoles in 50-80% yields with 81-93% ee and (,)-2,3-disubstituted indoles in 18-40% yields with 79-96% ee. Notably, these nucleophilic substitution products were characterized by the presence of functional groups, including indole, naphthol, and alkynyl units, while exhibiting both axial and central chirality.
View Article and Find Full Text PDFCarbohydr Res
January 2025
Glycochemistry Laboratory, School of Physical Sciences, Jawaharlal Nehru University, New Delhi, 110067, India. Electronic address:
Glycohybrids are biologically significant molecules with variety of biological functions and are found as structural motifs in numerous natural products. Here, we report the synthesis of various new coumarin-based O-glycoconjugates as glycohybrids that are chirally enriched and bridged by 1,2,3-triazoles ring system. The1,2,3-triazoles bridging was done via CuAAC click-chemistry.
View Article and Find Full Text PDFNat Commun
January 2025
State Key Laboratory of Medicinal Chemical Biology, College of Chemistry, Nankai University, Tianjin, 300071, P.R. China.
Two or more catalysts conducting multistep reactions in the same reactor, concurrent tandem catalysis, could enable (bio)pharmaceutical and fine chemical manufacturing to become much more sustainable. Herein we report that co-immobilization of metal nanoparticles and a biocatalytic system within a synthetic covalent organic framework capsule, COFcap-2, functions like an artificial cell in that, whereas the catalysts are trapped within 300-400 nm cavities, substrates/products can ingress/egress through ca. 2 nm windows.
View Article and Find Full Text PDFJ Org Chem
January 2025
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, 15 Yu Cai Road, Guilin 541004, China.
A cascade reaction of Pd(II)/dppben-catalyzed [3 + 2] cycloaddition of -aryl nitrones with allenoates and sequential reduction has been developed for the synthesis of functionalized benzazepines bearing three contiguous carbon stereocenters in moderate to good yields ranging from 15 to 82% and high diastereoselectivity. The obtained benzazepines could be converted into various benzazepine scaffolds, and an estrone-derived benzazepine scaffold was prepared over four steps from estrone. More importantly, chiral benzazepine bearing three contiguous carbon stereocenters could be obtained in 88% ee value with chiral auxiliary.
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