Advancing carbohydrate functionality: The role of hypervalent iodine

被引：1

作者：

Upadhyaya, Kapil ^{[1
]}

Dubbu, Sateesh ^{[2
]}

机构：

[1] Oregon Hlth & Sci Univ, Dept Chem Physiol & Biochem, Portland, OR 97239 USA

[2] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

CARBOHYDRATE RESEARCH | 2024年 / 542卷

关键词：

Functionalization of glycals; Hypervalent iodine; Carbohydrates; CH or NH insertion reaction; IODINE(III)-PROMOTED OXIDATION; ATOM-TRANSFER; GLYCOSYLATION; IMINOSUGARS; GLYCOSIDES; AMINATION; RADICALS; REAGENTS; GLYCALS; SYSTEMS;

D O I：

10.1016/j.carres.2024.109175

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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-2iodo 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.

引用

页数：15

共 50 条

[1] Hypervalent Iodine Compounds in Carbohydrate Chemistry: Glycosylation, Functionalization and Oxidation
Mahanti, Mukul
Pal, Kumar Bhaskar
Wallentin, Carl Johan
Galan, M. Carmen
CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (25)
[2] Hypervalent iodine
Kotali, A
MOLECULES, 2005, 10 (01) : 181 - 182
[3] Aminations with Hypervalent Iodine
Muniz, Kilian
HYPERVALENT IODINE CHEMISTRY, 2016, 373 : 105 - 133
[4] Hypervalent iodine iniferters
Georgiev, George S.
Tsarevsky, Nicolay V.
Kamenska, Elena B.
Christov, Latchezar K.
American Chemical Society, Polymer Preprints, Division of Polymer Chemistry, 1999, 40 (02): : 385 - 386
[5] Hypervalent iodine chemistry and light: photochemical reactions involving hypervalent iodine Chemistry
Singh, Fateh, V
Wirth, Thomas
ARKIVOC, 2021, : 12 - 47
[6] Azidation with Hypervalent Iodine Reagents
Simonet-Davin, Raphael
Waser, Jerome
SYNTHESIS-STUTTGART, 2023, 55 (11): : 1652 - 1661
[7] Hypervalent iodine goes catalytic
Richardson, Robert D.
Wirth, Thomas
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (27) : 4402 - 4404
[8] Chiral hypervalent iodine compounds
Wirth, T
Hirt, UH
TETRAHEDRON-ASYMMETRY, 1997, 8 (01) : 23 - 26
[9] Hypervalent iodine iniferters.
Georgiev, GS
Tsarevsky, NV
Kamenska, EB
Christov, LK
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U536 - U536
[10] Preparation of hypervalent iodine compounds
Varvoglis, A
HYPERVALENT IODINE CHEMISTRY: MODERN DEVELOPMENTS IN ORGANIC SYNTHESIS, 2003, 224 : 69 - 98

← 1 2 3 4 5 →