Synthesis of tetrahydropyrans and related heterocycles via prins cyclization; extension to aza-prins cyclization

C Olier, M Kaafarani, S Gastaldi, MP Bertrand - Tetrahedron, 2010 - Elsevier
The Prins reaction 1 is often related to the Kriewitz reaction. 2 The latter leads to unsaturated
alcohol 1 from a-pinene and formaldehyde through a thermal 'ene-rearrangement'(Eq. 1) …

Applications of Wittig reaction in the total synthesis of natural macrolides

MM Heravi, V Zadsirjan, M Daraie… - …, 2020 - Wiley Online Library
The Wittig reaction involves the synthesis of an alkene via the conversion of an aldehyde or
ketone with the already generated ylide from a phosphonium salt. Significantly, when this …

An environmentally benign synthesis of octahydro-2H-chromen-4-ols via modified montmorillonite K10 catalyzed Prins cyclization reaction

G Baishya, B Sarmah, N Hazarika - Synlett, 2013 - thieme-connect.com
(–)-Isopulegol undergoes Prins cyclization reaction in the presence of 20 wt% of acid-treated
montmorillonite K10 to produce octahydro-2H-chromen-4-ols in good yields and with high …

A concise stereoselective formal total synthesis of the cytotoxic macrolide (+)-Neopeltolide via Prins cyclization

JS Yadav, GG Krishana, SN Kumar - Tetrahedron, 2010 - Elsevier
A concise stereoselective formal total synthesis of the cytotoxic macrolide (+)-Neopeltolide via
Prins cyclization - ScienceDirect Skip to main contentSkip to article Elsevier logo Journals & …

DNA interstrand cross-link formation by the 1, 4-dioxobutane abasic lesion

L Guan, MM Greenberg - Journal of the American Chemical …, 2009 - ACS Publications
The oxidized abasic lesion 5′-(2-phosphoryl-1, 4-dioxobutane)(DOB) is produced
concomitantly with a single-strand break by a variety of DNA-damaging agents that abstract …

Factors controlling the alkyne Prins cyclization: the stability of dihydropyranyl cations

PO Miranda, MA Ramírez, VS Martín… - … –A European Journal, 2008 - Wiley Online Library
The relative stability of the intermediates involved in the alkyne Prins cyclization and the
competitive 2‐oxonia‐[3, 3]‐sigmatropic rearrangement was studied. This rearrangement …

Heteropoly acid-catalyzed aza-Prins-cyclization: an expeditious synthesis of 4-hydroxypiperidines

JS Yadav, BVS Reddy, DN Chaya, GN Kumar… - Tetrahedron …, 2009 - Elsevier
Heteropoly acid-catalyzed aza-Prins-cyclization: an expeditious synthesis of 4-hydroxypiperidines
- ScienceDirect Skip to main contentSkip to article Elsevier logo Journals & Books Search …

An expeditious synthesis of 4-fluoropiperidines via aza-Prins cyclization

JS Yadav, BVS Reddy, K Ramesh, GN Kumar… - Tetrahedron Letters, 2010 - Elsevier
The reaction of aldehydes with N-tosyl homoallylamine in the presence of a solution of
tetrafluoroboric acid-diethyl ether complex in dichloromethane at ambient temperature gave …

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 substituted α, β-unsaturated δ-lactones from vinyl tellurides

JM Oliveira, JCR Freitas, JV Comasseto, PH Menezes - Tetrahedron, 2011 - Elsevier
A new approach for the synthesis of α, β-unsaturated δ-lactones, a unit present in many
natural products with interesting biological activities is described. The approach was based …