The Aza‐Prins Reaction in the Synthesis of Natural Products and Analogues
Sign Up to like & getrecommendations! Published in 2017 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201601411
Abstract: The classical Prins cyclization reaction has been one of the most studied reactions during the last two decades and it has found many applications in key steps of natural product syntheses, especially for products containing… read more here.
Keywords: natural products; prins reaction; reaction; prins cyclization ... See more keywords
Synthesis of O‐ and N‐Heterocycles by Silyl‐Prins Cyclization of Allylsilanes
Sign Up to like & getrecommendations! Published in 2017 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201700644
Abstract: Prins cyclization has emerged as one of the most valuable methods for the construction of heterocycles. It proceeds through intramolecular addition of a π-nucleophile to an oxocarbenium or related ion. The use of electron-rich alkenes,… read more here.
Keywords: silyl prins; cyclization; synthesis heterocycles; heterocycles silyl ... See more keywords
Prins cyclization in 4-methyl-2-phenyl-tetrahydro-2H-pyran-4-ol preparation using smectite clay as catalyst
Sign Up to like & getrecommendations! Published in 2018 at "Reaction Kinetics, Mechanisms and Catalysis"
DOI: 10.1007/s11144-018-1371-7
Abstract: Prins cyclization of isoprenol with benzaldehyde as a model aldehyde was performed using montmorillonite K10 as an acid catalyst. Various reaction conditions were used including catalyst modification by mineral acids and calcination. Both treatments influenced… read more here.
Keywords: reaction; prins cyclization; catalyst; preparation ... See more keywords
Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00292
Abstract: An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to… read more here.
Keywords: umpolung allylation; one pot; prins cyclization; aza prins ... See more keywords
Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02714
Abstract: Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives… read more here.
Keywords: chiral phosphoric; phosphoric acid; acid catalyzed; catalyzed cascade ... See more keywords