A highly stereoselective cyclopropanation of various olefins with diazosulfones catalyzed by chiral Ru(ii)-Pheox complexes was developed to give chiral cyclopropyl sulfones in high yields (up to 99%) with excellent trans-selectivity and enantioselectivity (up to 98% ee).
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http://dx.doi.org/10.1039/c7cc05951e | DOI Listing |
Nat Commun
January 2025
The Institute for Advanced Studies and Hongyi Honor College, Wuhan University, Wuhan, China.
Optically pure 1,2-diols and 1,3-diols are the most privileged structural motifs, widely present in natural products, pharmaceuticals and chiral auxiliaries or ligands. However, their synthesis relies on the use of toxic or expensive metal catalysts or suffer from low regioselectivity. Catalytic asymmetric synthesis of optically pure 1,n-diols from bulk chemicals in a highly stereoselective and atom-economical manner remains a formidable challenge.
View Article and Find Full Text PDFThe development of new protocols for stereospecific and stereoselective halogenation transformations by mild reaction conditions is a highly desirable research target for the chemical and pharmaceutical industries. Following the straightforward methodology for directly transforming a wide scope of alcohols to alkyl bromides and chlorides using substoichiometric amounts of thioureas and N-halo succinimides (NXS) as a halogen source in a single step, we noticed that in apolar solvents bromination of chiral secondary alcohols did not produce the expected racemates. In this study, the stereochemical aspects of the bromination reaction were examined.
View Article and Find Full Text PDFOrg Lett
January 2025
School of Chemistry, Chemical Engineering, and Biotechnology, Nanyang Technological University, Singapore 637371, Singapore.
Synthetic C-glycosides play a crucial role in molecular biology and medicine. With the surge of interest in C-glycosides and the demand to provide efforts with sufficient feedstock, it is highly significant to pursue novel methodologies to access C-glycosides in a concise and efficient manner. Here, we disclose an attractive strategy that diverges itself from conventional multistep reaction sequences involving the manipulations of protecting groups.
View Article and Find Full Text PDFEnzyme Microb Technol
December 2024
College of Biomass Science and Engineering, Sichuan University, Chengdu 610065, China.
Calcidiol (25(OH)VD) and calcitriol (1α,25(OH)VD) are active vitamin D with high medicinal value, which can maintain calcium and phosphorus balance and treat vitamin D deficiency. Microbial synthesis is an important method to produce high-value-added compounds. It can produce active vitamin D through the hydroxylation reaction of P450, which can reduce the traditional chemical synthesis steps, and greatly improve the production efficiency and economic benefits.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Qingdao Institute of BioEnergy and Bioprocess Technology Chinese Academy of Sciences, Bio-based Materials, Songling Road 189., 266101, Qingdao, CHINA.
The poly(lactic-co-glycolic acid) (PLGA) with completely alternating sequence has attracted growing attention as an ideal candidate in controlled drug delivery. However, the approach to completely alternating PLGA remains a challenge. Herein, we report the successful synthesis of completely alternating PLGA via highly regioselective and stereoselective ring-opening polymerization.
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