(S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one

The title compound, C(20)H(30)BrNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dibromo-5-(S)-(l-menth­yloxy)-2(5H)-furan­one and diallyl­amine in the presence of potassium fluoride. In the mol­ecule, the five-membered furan­one ring is approximately planar [...

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Detalles Bibliográficos
Autores principales: Fu, Jian-Hua, Wang, Zhao-Yang, Li, Jian-Xiao, Tan, Yue-He
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011618/
https://www.ncbi.nlm.nih.gov/pubmed/21589558
http://dx.doi.org/10.1107/S1600536810047173
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author Fu, Jian-Hua
Wang, Zhao-Yang
Li, Jian-Xiao
Tan, Yue-He
author_facet Fu, Jian-Hua
Wang, Zhao-Yang
Li, Jian-Xiao
Tan, Yue-He
author_sort Fu, Jian-Hua
collection PubMed
description The title compound, C(20)H(30)BrNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dibromo-5-(S)-(l-menth­yloxy)-2(5H)-furan­one and diallyl­amine in the presence of potassium fluoride. In the mol­ecule, the five-membered furan­one ring is approximately planar [maximum atomic deviation = 0.030 (3) Å], and the six-membered cyclo­hexane ring adopts a chair conformation.
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spelling pubmed-30116182010-12-30 (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one Fu, Jian-Hua Wang, Zhao-Yang Li, Jian-Xiao Tan, Yue-He Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(30)BrNO(3), was obtained via a tandem asymmetric Michael addition–elimination reaction of 3,4-dibromo-5-(S)-(l-menth­yloxy)-2(5H)-furan­one and diallyl­amine in the presence of potassium fluoride. In the mol­ecule, the five-membered furan­one ring is approximately planar [maximum atomic deviation = 0.030 (3) Å], and the six-membered cyclo­hexane ring adopts a chair conformation. International Union of Crystallography 2010-11-24 /pmc/articles/PMC3011618/ /pubmed/21589558 http://dx.doi.org/10.1107/S1600536810047173 Text en © Fu et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Fu, Jian-Hua
Wang, Zhao-Yang
Li, Jian-Xiao
Tan, Yue-He
(S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_full (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_fullStr (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_full_unstemmed (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_short (S)-3-Bromo-4-diallyl­amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5H)-one
title_sort (s)-3-bromo-4-diallyl­amino-5-[(1r,2s,5r)-2-isopropyl-5-methyl­cyclo­hex­yloxy]furan-2(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011618/
https://www.ncbi.nlm.nih.gov/pubmed/21589558
http://dx.doi.org/10.1107/S1600536810047173
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