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The intramolecular Diels-Alder vinylfuran (IMDAV) reaction: a short approach to aza-analogues of pinguisane-type sesquiterpenes
Authors
Babkina M.N.
Homza Y.V.
+11 more
Horak Y.I.
Kinzhybalo V.
Lis T.
Lytvyn R.Z.
Matiychuk V.S.
Mertsalov D.F.
Nikitina E.V.
Obushak M.D.
Varlamov A.V.
Zaytsev V.P.
Zubkov F.I.
Publication date
3 March 2020
Publisher
'Elsevier BV'
Doi
Cite
Abstract
Abstract The reaction of readily accessible (3-furyl)allylamines with maleic anhydride, followed by a domino sequence involving acylation/cycloaddition/proton shift steps, led to the formation of furo[2,3-f]isoindoles - the aza-analogs of pinguisane-type sesquiterpenes. The key intramolecular Diels-Alder vinylfuran (IMDAV) reaction proceeded under mild conditions, with high levels of diastereoselectivity and satisfactory yields. © 2015 Elsevier Ltd
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Last time updated on 04/04/2020