Tandem Prins cyclizations for the construction of oxygen containing heterocycles

P Padmaja, PN Reddy, BVS Reddy - Organic & Biomolecular …, 2020 - pubs.rsc.org
Tandem Prins cyclization is a versatile method for the synthesis of fused/bridged/
spirotetrahydropyran scaffolds. Therefore, it has become a powerful tool for the …

Catalytic Stereoselective SN1‐Type Reactions Promoted by Chiral Phosphoric Acids as Brønsted Acid Catalysts

A Gualandi, G Rodeghiero… - Asian Journal of Organic …, 2018 - Wiley Online Library
In recent years, the field of organocatalysis has extensively explored the use of carbenium
ions for practical C− C bond forming reactions. In order to control the formation of new …

Unusual Cascade Reactions of 8-Acetoxy-6-hydroxymethyllimonene with Salicylic Aldehydes: Diverse Oxygen Heterocycles from Common Precursors

IV Ilyina, OS Patrusheva, VV Goltsova… - The Journal of …, 2024 - ACS Publications
Chiral oxygen-containing heterocyclic compounds are of great interest for the development
of pharmaceuticals. Monoterpenes and their derivatives are naturally abundant precursors …

Recent Advances in the Prins Reaction

E Reyes, L Prieto, U Uria, L Carrillo, JL Vicario - ACS omega, 2022 - ACS Publications
The Prins reaction is a very convenient synthetic platform for the preparation of oxygen-
containing heterocyclic compounds, especially tetrahydropyrans and tetrahydrofurans …

Tandem Allylboration–Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (−)‐Clavosolide A

A Millán, JR Smith, JLY Chen… - Angewandte …, 2016 - Wiley Online Library
Tetrahydropyrans are common motifs in natural products and have now been constructed
with high stereocontrol through a three‐component allylboration‐Prins reaction sequence …

Total synthesis of (−)-exiguolide

Z Zhang, H **e, H Li, L Gao, Z Song - Organic Letters, 2015 - ACS Publications
A concise total synthesis of (−)-exiguolide has been completed in an overall 2.8% yield over
20 steps in the longest linear path. The key strategies involve (1) Prins cyclization …

Gold‐Catalyzed Reaction of ortho‐Alkynylarylaldehydes with Conjugated Dienes: An Efficient Access to Highly Strained Tetracyclic Bridgehead Olefins

Z Cao, H Zhu, X Meng, L Tian, X Sun… - … A European Journal, 2016 - Wiley Online Library
An unprecedented access to strained tetracyclic bridgehead alkenes by reaction of easily
accessible ortho‐alkynylarylaldehydes with conjugated dienes is described. The process …

Preparation of trans-2-Substituted-4-halopiperidines and cis-2-Substituted-4-halotetrahydropyrans via AlCl3-Catalyzed Prins Reaction

GQ Liu, B Cui, R Xu, YM Li - The Journal of Organic Chemistry, 2016 - ACS Publications
A general and practical method for the preparation of trans-2-substituted-4-halopiperidines
and cis-2-substituted-4-halotetrahydropyrans is reported. Using 5 mol% of AlCl3 as the …

Total synthesis of (+)-cryptocaryol A using a Prins cyclization/reductive cleavage sequence

E Brun, V Bellosta, J Cossy - The Journal of Organic Chemistry, 2015 - ACS Publications
The total synthesis of (+)-cryptocaryol A was achieved in 20 steps from (R)-glycidol. The key
steps were a Prins cyclization/reductive cleavage sequence to construct the C5–C11 polyol …

A green approach for organic transformations using microwave reactor

S Das, R Banik, B Kumar, S Roy… - Current Organic …, 2019 - benthamdirect.com
Microwave-assisted organic transformation (MAOR) is presently gaining wide popularity in
the field of organic synthesis. The conventional heating technique is gradually being …