Upadhyaya Kapil, Dubbu Sateesh
Department of Chemical Physiology and Biochemistry, Oregon Health and Science University, Portland, OR 97239, USA.
Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, IL, 61801, USA.
Carbohydr Res. 2024 Aug;542:109175. doi: 10.1016/j.carres.2024.109175. Epub 2024 Jun 10.
Hypervalent iodine reagents have undergone significant development and widespread application in the functionalization of carbohydrates. This is primarily attributed to their exceptional properties, including mildness, ease of handling, high selectivity, environmental friendliness, and stability. This review aims to emphasize the utilization of hypervalent iodine compounds in the functionalization of carbohydrates. The present article covers various aspects, including glycal functionalization, C-H or N-H insertion reactions, O-arylations, C-2 deoxy-2-iodo glycoconjugates, iminosugars, and C3-oxo-glycals, achieved through the use of hypervalent iodine reagents/catalysts. Additionally, it explores hypervalent iodine-mediated bioactive 1,3,5-trioxocane synthesis followed by rare sugars synthesis.
高价碘试剂在碳水化合物的官能团化方面取得了显著进展并得到广泛应用。这主要归因于它们的特殊性质，包括温和性、易于操作、高选择性、环境友好性和稳定性。本综述旨在强调高价碘化合物在碳水化合物官能团化中的应用。本文涵盖了多个方面，包括通过使用高价碘试剂/催化剂实现的糖烯官能团化、C-H或N-H插入反应、O-芳基化、C-2脱氧-2-碘糖缀合物、亚氨基糖和C3-氧代糖烯。此外，还探讨了高价碘介导的生物活性1,3,5-三氧杂环己烷合成以及随后的稀有糖合成。
