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) …

The Prins reaction: Advances and applications

IM Pastor, M Yus - Current Organic Chemistry, 2007 - ingentaconnect.com
The acid-catalyzed alkene-aldehyde condensation, known as the Prins reaction, is
reviewed. Lewis acids, organic acids and supported catalysts have been reported to assist …

Engineering a homochiral metal–organic framework based on an amino acid for enantioselective separation

H Tang, K Yang, KY Wang, Q Meng, F Wu… - Chemical …, 2020 - pubs.rsc.org
A chiral metal–organic framework possessing an open amphiphilic channel is constructed
from a dicarboxylate ligand derived from an amino acid and is shown to be an efficient and …

Total synthesis of tetrahydrolipstatin and stereoisomers via a highly regio-and diastereoselective carbonylation of epoxyhomoallylic alcohols

M Mulzer, BJ Tiegs, Y Wang, GW Coates… - Journal of the …, 2014 - ACS Publications
A concise enantioselective synthesis of tetrahydrolipstatin (THL) and seven stereoisomers
has been achieved. The synthesis of THL was accomplished in 10 steps and 31% overall …

Ruthenium tetroxide and perruthenate chemistry. Recent advances and related transformations mediated by other transition metal oxo-species

V Piccialli - Molecules, 2014 - mdpi.com
In the last years ruthenium tetroxide is increasingly being used in organic synthesis. Thanks
to the fine tuning of the reaction conditions, including pH control of the medium and the use …

Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism

G Ortar, T Bisogno, A Ligresti, E Morera… - Journal of medicinal …, 2008 - ACS Publications
A series of 21 analogues of tetrahydrolipstatin (THL, 1) were synthesized and tested as
inhibitors of the formation or hydrolysis of the endocannabinoid 2-arachidonoylglycerol (2 …

Brønsted acid-promoted synthesis of common heterocycles and related bio-active and functional molecules

S Ponra, KC Majumdar - RSC advances, 2016 - pubs.rsc.org
Various heterocyclic systems based on natural and unnatural biologically active products
were synthesized by Brønsted acid-promoted cyclization. We have made an attempt to …

Catalytic Asymmetric Synthesis of trans‐Configured β‐Lactones: Cooperation of Lewis Acid and Ion Pair Catalysis

T Kull, J Cabrera, R Peters - Chemistry–A European Journal, 2010 - Wiley Online Library
The development of the first trans‐selective catalytic asymmetric [2+ 2] cyclocondensation of
acyl halides with aliphatic aldehydes furnishing 3, 4‐disubstituted β‐lactones is described …

CeCl3· 7H2O/AcCl-catalyzed Prins–Ritter reaction sequence: a novel synthesis of 4-amido tetrahydropyran derivatives

JS Yadav, BVS Reddy, GN Kumar, GM Reddy - Tetrahedron letters, 2007 - Elsevier
Homoallylic alcohols, carbonyl compounds and nitriles undergo a smooth tandem Prins–
Ritter type cyclization in the presence of CeCl3· 7H2O/AcCl at ambient temperature to …

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 & …