Design, Prins-cyclization reaction promoting diastereoselective synthesis of 10 new tetrahydropyran derivatives and in vivo antinociceptive evaluations

SL Capim, PHP Carneiro, PC Castro… - European journal of …, 2012 - Elsevier
We described in this article the very efficient 2, 6-cis ou 2, 4, 6-cis diastereoselective
synthesis (2 or 3 steps, 62–65% global yields) from Prins-cyclization reaction as synthetic …

A tandem Prins spirocyclization for the stereoselective synthesis of tetrahydrospiro [chroman-2, 4′-pyran] derivatives

BVS Reddy, VH Reddy, D Medaboina… - Organic & …, 2016 - pubs.rsc.org
A novel cascade strategy has been developed for the synthesis of tetrahydrospiro [chroman-
2, 4′-pyran] derivatives by condensation of aldehydes with 2-(5-hydroxy-3 …

(±)-cis-(6-Ethyl-tetrahydropyran-2-yl)-formic acid: a novel substance with antinociceptive properties

LSM Miranda, BG Marinho, SG Leitão… - Bioorganic & medicinal …, 2004 - Elsevier
We described in this paper the first synthesis to the (±) cis (6-ethyl-tetrahydropyran-2-yl)
formic acid (1) using the very efficient Prins cyclization reaction as strategy to construction of …

Synthetic Applications of Prins Cyclization in Natural Product Syntheses

K Tadiparthi, A Roy, R Sakirolla… - The Chemical …, 2022 - Wiley Online Library
The natural products having tetrahydropyran unit with multiple chiral centers serve as
magnificent building blocks for various active pharmaceutical ingredients (APIs).'Prins …

Synthesis of flavonoids based novel tetrahydropyran conjugates (Prins products) and their antiproliferative activity against human cancer cell lines

N Ahmed, NK Konduru, S Ahmad, M Owais - European Journal of …, 2014 - Elsevier
Following our previously reported Prins cyclization strategy, a series of novel and highly
functionalized flavonoid based THPs (Prins products) were designed, synthesized and …

Prins cyclization-mediated stereoselective synthesis of tetrahydropyrans and dihydropyrans: an inspection of twenty years

A Budakoti, PK Mondal, P Verma… - Beilstein Journal of …, 2021 - beilstein-journals.org
Functionalized tetrahydropyran (THP) rings are important building blocks and ubiquitous
scaffolds in many natural products and active pharmaceutical ingredients (API). Among …

[PDF][PDF] PRINS REACTION USING TRIOXANE FOR TRISUBSTITUTED

O Hlokoane, H Itagaki, M Chiba, T Noda, Y Takasaki… - …, 2018 - academia.edu
The construction of cis-fused heterobicyclic system involved in neuroactive natural products
such as dysiherbaine has been accomplished by employing Prins strategy using 1, 3, 5 …

One-pot synthesis and SAR study of cis-2, 6-dialkyl-4-chloro-tetrahydropyrans

PO Miranda, LG León, VS Martín, JI Padrón… - Bioorganic & medicinal …, 2006 - Elsevier
A series of cis-2, 6-dialkyl-4-chloro-tetrahydropyrans were prepared by means of an iron (III)-
catalyzed process. The in vitro antiproliferative activities were examined in the human solid …

Diastereoselective synthesis of dihydropyrans via Prins cyclization of enol ethers: total asymmetric synthesis of (+)-civet cat compound

S Sultana, K Indukuri, MJ Deka… - The Journal of Organic …, 2013 - ACS Publications
Diastereoselective Synthesis of Dihydropyrans via Prins Cyclization of Enol Ethers: Total
Asymmetric Synthesis of (+)-Civet Cat Compound | The Journal of Organic Chemistry ACS ACS …

Diastereoselective Synthesis of 2, 6-Disubstituted Tetrahydropyranones via Prins Cyclization of 3-Bromobut-3-en-1-ols and Aldehydes

SK Bora, S Shit, AK Sahu, AK Saikia - The Journal of Organic …, 2023 - ACS Publications
Tetrahydropyranones are synthesized from 3-bromobut-3-en-1-ols and aldehydes in good
yields with excellent diastereoselectivity at− 35° C. The reaction involves an initial formation …