N-tert-Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles

Scholarly Works

• Carboni, D.; Casagranda, G.; Di Remigio, S.; Mirone, A.; Quintavalla, A.; Lombardo, M. Diastereoselective Synthesis of Silyl-Substituted Pyrrolidines. The Journal of organic chemistry 2025, 90, 9160–9169. doi:10.1021/acs.joc.5c01023
• Huang, S.-C.; Lu, C.-D. Formal [3 + 2] Annulation of β,β-Disubstituted Enesulfinamides with Vinyl Thianthrenium Salt: Asymmetric Construction of 3,3-Disubstituted 1-Pyrrolines. Organic letters 2025, 27, 6836–6841. doi:10.1021/acs.orglett.5c02008
• Wang, C.; Sun, J.; Li, Y.; Li, J. Recent Advances in Catalytic Asymmetric Synthesis of Chiral Sulfinyl Compounds. European Journal of Organic Chemistry 2025. doi:10.1002/ejoc.202500378
• Sen, S.; Eda, V. R.; Sampath, M.; Pulluri, K.; Das Gupta, S.; Budhdev, R. R.; Bandichhor, R.; Oruganti, S. Enantioselective Synthesis of Savolitinib: Application of Mosher's Method in the Development of Ellman's Auxiliary-Directed Construction of the Key Chiral Amine Fragment. Organic Process Research & Development 2025, 29, 1218–1227. doi:10.1021/acs.oprd.4c00446
• Zhang, W.; Ouyang, Y.; Zou, X.; Gao, B. Reagent-controlled selective synthesis of sulfinamides and sulfoximines from tert-butanesulfinamide. Organic Chemistry Frontiers 2025. doi:10.1039/d5qo00573f
• Gadhave, M. S.; Prasad, K. R. Diastereoselective Addition of Lithiated Allenyl Sulfones to Nonracemic Sulfinimines: Asymmetric Synthesis of Diverse Heterocycles. The Journal of organic chemistry 2024, 89, 15364–15373. doi:10.1021/acs.joc.4c01982
• Huang, M.-C.; Chao, Y.-W.; Lin, Y.-M.; Wu, B.-S.; Chou, C.-T.; Chen, H.-S.; Tsai, C.-C. Recent progress in the asymmetric construction of C N, C O, and C S bonds using chiral sulfinamide reagents. Tetrahedron Letters 2024, 148, 155243. doi:10.1016/j.tetlet.2024.155243
• Meng, Q.; Qin, T.; Miao, H.; Zhang, G.; Zhang, Q. Cobalt(III) hydride HAT mediated enantioselective intramolecular hydroamination access to chiral pyrrolidines. Science China Chemistry 2024, 67, 2002–2008. doi:10.1007/s11426-023-1882-5
• Zhang, H.; Li, B.; Yang, J.; Xu, C.; Carmona, R.; Zhu, J.; Hoblos, B.; Wisniewski, S. Development of a Scalable Alkylation via a Protection/Deprotection Sequence for BMT-773752: Key Intermediate in the Synthetic Route to Repotrectinib. Organic Process Research & Development 2024, 28, 2659–2666. doi:10.1021/acs.oprd.4c00061
• Yang, S.; Wang, F.; Scales, S.; Tran-Dubé, M.; Berry, M.; Xu, H.; Tang, F.; Xue, L.; Ma, Z.; Li, B.; McAlpine, I. A Disconnection for Rapid Access to Heterocyclic Benzylic Amines with Fully Substituted α-Carbons. The Journal of organic chemistry 2024, 89, 3926–3930. doi:10.1021/acs.joc.3c02748
• Roy, M.; Perez-Luna, A. N-Acylation Reactions of Amines. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering; Elsevier, 2024. doi:10.1016/b978-0-323-96025-0.00106-x
• Xu, F.-F.; Chen, J.-Q.; Shao, D.-Y.; Huang, P.-Q. Catalytic enantioselective reductive alkynylation of amides enables one-pot syntheses of pyrrolidine, piperidine and indolizidine alkaloids. Nature communications 2023, 14, 6251. doi:10.1038/s41467-023-41846-x
• Blanco-López, E.; Foubelo, F.; Retamosa, M. d. G.; Sansano, J. M. Stereoselective Synthesis of Densely Substituted Pyrrolidines via a [3 + 2] Cycloaddition Reaction between Chiral N-tert-Butanesulfinylazadienes and Azomethine Ylides. Organic letters 2023, 25, 8051–8056. doi:10.1021/acs.orglett.3c02572
• Quintavalla, A.; Carboni, D.; Simeone, M.; Lombardo, M. Stereoselective Synthesis of α-Disubstituted β-Homoprolines. Organic letters 2023, 25, 7067–7071. doi:10.1021/acs.orglett.3c02891
• Dobrydnev, A. V.; Popova, M. V.; Volovenko, Y. M. Cyclic Sulfinamides. Chemical record (New York, N.Y.) 2023, 24, e202300221. doi:10.1002/tcr.202300221
• Wu, B.-S.; Chao, Y.-W.; Chen, H.-S.; Tsai, C.-C. Desymmetrization of Cyclohexadienones through Phase-Transfer-Catalyzed Stereoselective Intramolecular Aza-Michael Addition with Chiral Sulfinamide Nucleophiles. The Journal of organic chemistry 2023, 88, 12835–12843. doi:10.1021/acs.joc.3c01253
• Kesavulu, G.; Balachandra, B.; Prasad, K. R. Lithio Tris(methylthio)methane as Hydroxy/Thio/Aminocarbonyl Anion Equivalent: Asymmetric Synthesis of α-Amino Acid Esters, Thioesters, Amides, and Peptides. Organic letters 2023, 25, 5168–5172. doi:10.1021/acs.orglett.3c01969
• Li, R.; Yang, X. Racemic Benzenesulfonohydrazide Enantioconvergent Tertiary C(sp3 )-H Amination Catalyzed by Copper and Chiral Phosphoric Acid: Mechanistic Insights and Computational Prediction. Chemistry (Weinheim an der Bergstrasse, Germany) 2023, 29, e202300895. doi:10.1002/chem.202300895
• Frolov, N. A.; Vereshchagin, A. N. Piperidine Derivatives: Recent Advances in Synthesis and Pharmacological Applications. International journal of molecular sciences 2023, 24, 2937. doi:10.3390/ijms24032937
• Zhao, Y.; Li, J.; Ma, R.; He, F.; Shi, H.; Duan, X.; Li, H.; Xie, X.; She, X. Ten-Step Total Synthesis of (-)-Andranginine. Organic letters 2022, 24, 6880–6883. doi:10.1021/acs.orglett.2c02927

Explore citations to this article at