Advancements in Carbohydrate Scaffold Synthesis : Exploring Prins Cyclization Methodology
department or school: Science, Faculty of
department or school: Non UBC
department or school: Earth, Ocean and Atmospheric Sciences, Department of
data provider: DSpace
identifier citation: Reactions 6 (1): 3 (2025)
creator: Dubbu, Sateesh
creator: Jampani, Santhi
issued: 2025-04-14T20:45:35Z
issued: 2025-01-03
description: The synthesis of natural and unconventional compounds with carbohydrate structures is of great interest to glycochemists due to their vital biological roles. In recent years, there has been significant progress in developing direct and indirect synthetic strategies for constructing sugar moieties. Among these methods, the Prins reaction, employing homoallylic alcohols and carbonyl compounds, has proven invaluable for directly creating sugar skeletons. This review discusses approaches for crafting carbohydrate frameworks using the Prins reaction, utilizing both carbohydrate and non-carbohydrate starting materials.
aggregated CHO: https://circle.library.ubc.ca/rest/handle/2429/90666
note: Academic Editor: Silvana PedatellaReceived: 10 November 2024Revised: 21 December 2024Accepted: 24 December 2024Published: 3 January 2025Citation: Dubbu, S.; Jampani, S.Advancements in CarbohydrateScaffold Synthesis: Exploring PrinsCyclization Methodology. Reactions2025, 6, 3. https://doi.org/10.3390/reactions6010003Copyright: © 2025 by the authors.Licensee MDPI, Basel, Switzerland.This article is an open access articledistributed under the terms andconditions of the Creative CommonsAttribution (CC BY) license(https://creativecommons.org/licenses/by/4.0/).ReviewAdvancements in Carbohydrate Scaffold Synthesis: ExploringPrins Cyclization MethodologySateesh Dubbu 1,* and Santhi Jampani 21 Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, IL 61801, USA2 Department of Earth, Ocean & Atmospheric Sciences, The University of British Columbia,Vancouver, BC V6T 1Z1, Canada* Correspondence: sateeshd@illinois.eduAbstract: The synthesis of natural and unconventional compounds with carbohydrate struc-tures is of great interest to glycochemists due to their vital biological roles. In recent years,there has been significant progress in developing direct and indirect synthetic strategies forconstructing sugar moieties. Among these methods, the Prins reaction, employing homoal-lylic alcohols and carbonyl compounds, has proven invaluable for directly creating sugarskeletons. This review discusses approaches for crafting carbohydrate frameworks usingthe Prins reaction, utilizing both carbohydrate and non-carbohydrate starting materials.Keywords: carbohydrates; Prins reaction; 2-deoxysuagrs; homoallylic alcohols; rare sugars1. IntroductionCarbohydrates are fundamental biomolecules that play a multitude of vital roles inliving systems, including cell growth, proliferation, immune responses, cell adhesion, andcell–cell communication [1–7]. Their diverse functions make them crucial for maintainingthe structural and functional integrity of biological processes.…
has type: Article
is shown at: 10.14288/1.0448407
language: eng
peer review status: Reviewed
provider: Vancouver : University of British Columbia Library
publisher: Multidisciplinary Digital Publishing Institute
publisher DOI: 10.3390/reactions6010003
rights: CC BY 4.0
rights URI: https://creativecommons.org/licenses/by/4.0/
scholar level: Faculty
scholar level: Researcher
subject: carbohydrates
subject: Prins reaction
subject: 2-deoxysuagrs
subject: homoallylic alcohols
subject: rare sugars
type: Text
identifier URI: http://hdl.handle.net/2429/90666