Literature DB >> 26072708

Where is the Oxygen? Structural Analysis of α-Humulene Oxidation Products by the Crystalline Sponge Method.

Nicolas Zigon1, Manabu Hoshino1, Shota Yoshioka1, Yasuhide Inokuma1, Makoto Fujita2.   

Abstract

Crystal structures of α-humulene, a cyclic sesquiterpene, and its oxidized subproducts, were analyzed by the crystalline sponge method. Regio- and stereochemistry, including absolute configuration when a chiral oxidant was applied, and the stable conformations of all the scaffold-related compounds were successfully determined for samples on a 5-50 μg scale.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  configuration determination; crystalline sponge; host-guest systems; sesquiterpenes; structure elucidation

Year:  2015        PMID: 26072708     DOI: 10.1002/anie.201502302

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

1.  Improvements to the Practical Usability of the "Crystalline Sponge" Method for Organic Structure Determination.

Authors:  Greyson W Waldhart; Neal P Mankad; Bernard D Santarsiero
Journal:  Org Lett       Date:  2016-11-15       Impact factor: 6.005

2.  Total Synthesis and Computational Investigations of Sesquiterpene-Tropolones Ameliorate Stereochemical Inconsistencies and Resolve an Ambiguous Biosynthetic Relationship.

Authors:  Christopher Y Bemis; Chad N Ungarean; Alexander S Shved; Cooper S Jamieson; Taehwan Hwang; Ken S Lee; K N Houk; David Sarlah
Journal:  J Am Chem Soc       Date:  2021-04-07       Impact factor: 16.383

3.  Racemic and Enantiopure Camphene and Pinene Studied by the Crystalline Sponge Method.

Authors:  Wester de Poel; Paul T Tinnemans; Alexander L L Duchateau; Maarten Honing; Floris P J T Rutjes; Elias Vlieg; René de Gelder
Journal:  Cryst Growth Des       Date:  2017-12-04       Impact factor: 4.076

4.  A crystalline sponge based on dispersive forces suitable for X-ray structure determination of included molecular guests.

Authors:  Elena Sanna; Eduardo C Escudero-Adán; Antonio Bauzá; Pablo Ballester; Antonio Frontera; Carmen Rotger; Antonio Costa
Journal:  Chem Sci       Date:  2015-07-14       Impact factor: 9.825

5.  Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods.

Authors:  Peter S Kutchukian; James F Dropinski; Kevin D Dykstra; Bing Li; Daniel A DiRocco; Eric C Streckfuss; Louis-Charles Campeau; Tim Cernak; Petr Vachal; Ian W Davies; Shane W Krska; Spencer D Dreher
Journal:  Chem Sci       Date:  2016-01-26       Impact factor: 9.825

6.  Structure determination of microbial metabolites by the crystalline sponge method.

Authors:  Yasuhide Inokuma; Tomoya Ukegawa; Manabu Hoshino; Makoto Fujita
Journal:  Chem Sci       Date:  2016-02-24       Impact factor: 9.825

Review 7.  Application of Crystalline Matrices for the Structural Determination of Organic Molecules.

Authors:  Ashley D Cardenal; Timothy R Ramadhar
Journal:  ACS Cent Sci       Date:  2021-02-17       Impact factor: 14.553

8.  The crystalline sponge method updated.

Authors:  Manabu Hoshino; Anupam Khutia; Hongzhu Xing; Yasuhide Inokuma; Makoto Fujita
Journal:  IUCrJ       Date:  2016-02-12       Impact factor: 4.769

9.  Cycloelatanene A and B: absolute configuration determination and structural revision by the crystalline sponge method.

Authors:  Shoukou Lee; Manabu Hoshino; Makoto Fujita; Sylvia Urban
Journal:  Chem Sci       Date:  2016-10-27       Impact factor: 9.825

10.  Determination of the absolute configuration of compounds bearing chiral quaternary carbon centers using the crystalline sponge method.

Authors:  Shiho Sairenji; Takashi Kikuchi; Mohamed Ahmed Abozeid; Shinobu Takizawa; Hiroaki Sasai; Yuichiro Ando; Kohsuke Ohmatsu; Takashi Ooi; Makoto Fujita
Journal:  Chem Sci       Date:  2017-05-16       Impact factor: 9.825

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