Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones

A set of novel bicyclo[3.3.1]nonanones, namely, 4-methoxybicyclo[3.3.1]non-3-ene-2,9-dione, C10H12O3 (1), 4,9,9-trimethoxybicyclo[3.3.1]non-3-en-2-ol, C12H20O4 (2), 4-methoxy-6-methyl-1-(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione, C22H32O3 (3) and 4-(tert-buty...

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Main Authors: Julien A. König, Bernd Morgenstern, Johann Jauch
Format: Article
Language:English
Published: International Union of Crystallography 2025-05-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:https://journals.iucr.org/paper?S2056989025003299
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author Julien A. König
Bernd Morgenstern
Johann Jauch
author_facet Julien A. König
Bernd Morgenstern
Johann Jauch
author_sort Julien A. König
collection DOAJ
description A set of novel bicyclo[3.3.1]nonanones, namely, 4-methoxybicyclo[3.3.1]non-3-ene-2,9-dione, C10H12O3 (1), 4,9,9-trimethoxybicyclo[3.3.1]non-3-en-2-ol, C12H20O4 (2), 4-methoxy-6-methyl-1-(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione, C22H32O3 (3) and 4-(tert-butyl)-4-hydroxy-2-methoxy-8-methyl-7-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-2-en-9-one, C26H42O3 (4), were synthesized and structurally elucidated by NMR, HRMS and X-ray crystallography.
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publisher International Union of Crystallography
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series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj-art-dbdb4e5d9b244f3da5d85f3d445a682f2025-08-20T03:11:30ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-05-0181540541110.1107/S2056989025003299ev2016Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanonesJulien A. König0Bernd Morgenstern1Johann Jauch2Organic Chemistry II, Saarland University, 66123 Saarbrücken, GermanyService Center X-ray diffraction, Saarland University, 66123 Saarbrücken, GermanyOrganic Chemistry II, Saarland University, 66123 Saarbrücken, GermanyA set of novel bicyclo[3.3.1]nonanones, namely, 4-methoxybicyclo[3.3.1]non-3-ene-2,9-dione, C10H12O3 (1), 4,9,9-trimethoxybicyclo[3.3.1]non-3-en-2-ol, C12H20O4 (2), 4-methoxy-6-methyl-1-(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione, C22H32O3 (3) and 4-(tert-butyl)-4-hydroxy-2-methoxy-8-methyl-7-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-2-en-9-one, C26H42O3 (4), were synthesized and structurally elucidated by NMR, HRMS and X-ray crystallography.https://journals.iucr.org/paper?S2056989025003299polycyclicpolyprenylated acylphloroglucinolppapsbridgehead substitutioncarbocyclescrystal structure
spellingShingle Julien A. König
Bernd Morgenstern
Johann Jauch
Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
Acta Crystallographica Section E: Crystallographic Communications
polycyclic
polyprenylated acylphloroglucinol
ppaps
bridgehead substitution
carbocycles
crystal structure
title Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
title_full Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
title_fullStr Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
title_full_unstemmed Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
title_short Synthesis and crystal structure analysis of substituted bicyclo[3.3.1]nonanones
title_sort synthesis and crystal structure analysis of substituted bicyclo 3 3 1 nonanones
topic polycyclic
polyprenylated acylphloroglucinol
ppaps
bridgehead substitution
carbocycles
crystal structure
url https://journals.iucr.org/paper?S2056989025003299
work_keys_str_mv AT julienakonig synthesisandcrystalstructureanalysisofsubstitutedbicyclo331nonanones
AT berndmorgenstern synthesisandcrystalstructureanalysisofsubstitutedbicyclo331nonanones
AT johannjauch synthesisandcrystalstructureanalysisofsubstitutedbicyclo331nonanones