Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol

Isoprenylation of aldehydes and ketones was directly performed by selective indium insertion on a mixture of 2-bromomethyl-1,3-butadiene and its vinylic isomers in good yields. A short synthesis of (±)-ipsenol, an aggregation pheromone of the Ips paraconfusus bark beetle, demonstrates the utility of...

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Main Authors: Ceschi Marco A., Petzhold Cesar, Schenato Rossana A.
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2003-01-01
Series:Journal of the Brazilian Chemical Society
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000500010
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author Ceschi Marco A.
Petzhold Cesar
Schenato Rossana A.
author_facet Ceschi Marco A.
Petzhold Cesar
Schenato Rossana A.
author_sort Ceschi Marco A.
collection DOAJ
description Isoprenylation of aldehydes and ketones was directly performed by selective indium insertion on a mixture of 2-bromomethyl-1,3-butadiene and its vinylic isomers in good yields. A short synthesis of (±)-ipsenol, an aggregation pheromone of the Ips paraconfusus bark beetle, demonstrates the utility of this method in organic synthesis.
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spelling doaj.art-20767d08ff5a4d2ebaeb5f0faa3bce1c2022-12-21T22:09:02ZengSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society0103-50532003-01-01145759763Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenolCeschi Marco A.Petzhold CesarSchenato Rossana A.Isoprenylation of aldehydes and ketones was directly performed by selective indium insertion on a mixture of 2-bromomethyl-1,3-butadiene and its vinylic isomers in good yields. A short synthesis of (±)-ipsenol, an aggregation pheromone of the Ips paraconfusus bark beetle, demonstrates the utility of this method in organic synthesis.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000500010isoprenylationindium2-bromomethyl-1,3-butadiene(±)-ipsenol
spellingShingle Ceschi Marco A.
Petzhold Cesar
Schenato Rossana A.
Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
Journal of the Brazilian Chemical Society
isoprenylation
indium
2-bromomethyl-1,3-butadiene
(±)-ipsenol
title Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
title_full Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
title_fullStr Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
title_full_unstemmed Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
title_short Indium mediated isoprenylation of carbonyl compounds with 2-bromomethyl-1,3-butadiene: a short synthesis of (±)-ipsenol
title_sort indium mediated isoprenylation of carbonyl compounds with 2 bromomethyl 1 3 butadiene a short synthesis of ipsenol
topic isoprenylation
indium
2-bromomethyl-1,3-butadiene
(±)-ipsenol
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000500010
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AT schenatorossanaa indiummediatedisoprenylationofcarbonylcompoundswith2bromomethyl13butadieneashortsynthesisofipsenol