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“Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural. / Golubev, Pavel; Pankova, Alena; Krasavin, Mikhail.

In: Tetrahedron Letters, Vol. 60, No. 24, 13.06.2019, p. 1578-1581.

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@article{ac09849918f54f3880058378c0126a17,
title = "“Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural",
abstract = "The one-pot, three-step, four-component Ugi-IMDAF reaction with 5-hydroxymethylfurfural provides simple access to hydroxymethyl-substituted epoxyisoindolones in a diastereoselective and stereospecific manner. The protocol avoids the transfer or isolation of isocyanides, and the broad scope was illustrated by the synthesis of 22 different compounds bearing various substituents on the heterocyclic core.",
keywords = "5-Hydroxymethylfurfural, Diels-Alder reaction, Isocyanide-based multicomponent reaction, Ugi reaction, PRODUCTS, TRICYCLIC NITROGEN-HETEROCYCLES, UGI REACTION, SKELETAL",
author = "Pavel Golubev and Alena Pankova and Mikhail Krasavin",
year = "2019",
month = jun,
day = "13",
doi = "10.1016/j.tetlet.2019.05.018",
language = "English",
volume = "60",
pages = "1578--1581",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "24",

}

RIS

TY - JOUR

T1 - “Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural

AU - Golubev, Pavel

AU - Pankova, Alena

AU - Krasavin, Mikhail

PY - 2019/6/13

Y1 - 2019/6/13

N2 - The one-pot, three-step, four-component Ugi-IMDAF reaction with 5-hydroxymethylfurfural provides simple access to hydroxymethyl-substituted epoxyisoindolones in a diastereoselective and stereospecific manner. The protocol avoids the transfer or isolation of isocyanides, and the broad scope was illustrated by the synthesis of 22 different compounds bearing various substituents on the heterocyclic core.

AB - The one-pot, three-step, four-component Ugi-IMDAF reaction with 5-hydroxymethylfurfural provides simple access to hydroxymethyl-substituted epoxyisoindolones in a diastereoselective and stereospecific manner. The protocol avoids the transfer or isolation of isocyanides, and the broad scope was illustrated by the synthesis of 22 different compounds bearing various substituents on the heterocyclic core.

KW - 5-Hydroxymethylfurfural

KW - Diels-Alder reaction

KW - Isocyanide-based multicomponent reaction

KW - Ugi reaction

KW - PRODUCTS

KW - TRICYCLIC NITROGEN-HETEROCYCLES

KW - UGI REACTION

KW - SKELETAL

UR - http://www.scopus.com/inward/record.url?scp=85065922864&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/isocyanideless-ugiintramolecular-dielsalder-reaction-5hydroxymethylfurfural

U2 - 10.1016/j.tetlet.2019.05.018

DO - 10.1016/j.tetlet.2019.05.018

M3 - Article

AN - SCOPUS:85065922864

VL - 60

SP - 1578

EP - 1581

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 24

ER -

ID: 49034575