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1. Contrasteric Glycosylations of Cotylenol and 1,2-Diols by Virtual Linker Selection

   https://doi.org/10.1021/jacs.4c15719  

   Snelson, Dylan W; Ting, Stephen I; Shenvi, Ryan A (January 2025, Journal of the American Chemical Society)

   Many terpene glycosides exhibit contrasteric patterns of 1,2-diol glycosylation in which the more hindered alcohol bears a sugar; protection of the less hindered alcohol only increases steric repulsion. Here, we report a method for contrasteric glycosylation using a new sugar-linker that forms a cleavable, 10-membered ring with high efficiency, leading to syntheses of cotylenin E, J, and ISIR-050. Linker selection was aided by DFT calculations of side reactions and stereoselectivity, as well as conformational analyses using autoDFT, a Python script that converts SMILES strings to DFT-optimized conformational ensembles. 

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2. Absolute stereochemical determination of 1,2‐diols via complexation with dinaphthyl borinic acid

   https://doi.org/10.1002/chir.23223  

   Torabi Kohlbouni, Saeedeh; Sarkar, Aritra; Zhang, Jun; Li, Xiaoyong; Borhan, Babak (March 2020, Chirality)

   Abstract Rapid derivatization of chiral 1,2‐diols with dinaphthyl borinic acid (DBA) leads to a cyclic boronate, enabling the absolute stereochemical prediction via exciton‐coupled circular dichroic (ECCD) of the naphthyl groups. Aryl‐ and alkyl‐substituted 1,2‐diols derivatized withDBAyield a predictable ECCD, which is also in agreement with theoretical predictions derived from computationally minimized structures. 

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3. Cyclic Osmate Esters from 1,2- and 1,3-Diols and α-Hydroxy Acids for X-ray Analysis

   https://doi.org/10.1021/acs.joc.4c03119  

   Thompson, Jordan_C; Le, Ngoc_H; Pluemer, Jace; Chen, Ruby; Dooley, III, Charles_J; Ziller, Joseph_W; Rychnovsky, Scott_D (February 2025, The Journal of Organic Chemistry)
4. trans -Diamminebis(1,2-dicyanoethene-1,2-dithiolato)platinum(IV)

   https://doi.org/10.1107/S2414314620009803  

   Siddiqui, Mahaa J.; Nesterov, Volodymyr V.; Steidle, Matthew T.; Smucker, Bradley W. (July 2020, IUCrData)

   The title compound, [Pt(C 4 N 2 S 2 ) 2 (NH 3 ) 2 ], represents an octahedral platinum(IV) complex with two trans- ammine and two mnt (mnt = 1,2-dicyanoethene-1,2-dithiolato) ligands. The Pt—N and Pt—S distances are consistent with those in other platinum(IV) complexes. As a result of a slight canting of the coordination of the mnt ligand to the platinum(IV) atom, the nitrile nitrogen atoms are positioned suitably to hydrogen-bond with adjacent ammines. 

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5. Nickel-Catalyzed Dearomative trans -1,2-Carboamination

   https://doi.org/10.1021/jacs.8b01726  

   Hernandez, Lucas W.; Klöckner, Ulrich; Pospech, Jola; Hauss, Lilian; Sarlah, David (March 2018, Journal of the American Chemical Society)