Oliver Trapp
Angewandte Chemie (International ed.),
March 14, 2016, Volume:
55, Issue:
12
Journal Article
Peer reviewed
“My not‐so‐secret passion is stereochemistry. If I were not a scientist, I would be an astronaut ...” This and more about Oliver Trapp can be found on page 3854.
Invited for the cover of this issue is the group of Jovica Badjić at The Ohio State University, and colleagues. The image, by Radoslav Z. Pavlović (idea) and Jennifer F. Neal (design), depicts weak ...noncovalent contacts controlling the reported system's dynamic stereochemistry, which are shown as a dragon blowing fire at C−H groups. Read the full text of the article at 10.1002/chem.201903006.
“We hope that our discovery will initiate studies that utilize weak C−H⋅⋅⋅X−C interactions in creating novel and functional supramolecular systems. These interactions are weak but combining them with other non‐covalent contacts and ensuring effective packing between the components could yield a powerful proach towards building complex supramolecular structures.” Read more about the story behind the cover in the Cover Profile and about the research itself on page 13124 ff. (DOI: 10.1002/chem.201903006).
Die 56. SCS Conference on Stereochemistry, besser bekannt als Bürgenstock‐Konferenz, hat die entscheidende Rolle der Stereochemie in so unterschiedlichen Bereichen wie der Totalsynthese, ...Synthesemethoden, Spektroskopie und der Erforschung des Lebens unterstrichen und eine breite Vielfalt an chemischer Expertise in Brunnen, Schweiz, zusammengebracht.
On the occasion of the 70th birthday of Franco Cozzi (Università degli Studi di Milano), a selection of articles by his friends, colleagues, and former students, who are among the leading researchers ...in the field of Organic Chemistry in Italy, Europe, and overseas, covering the entire spectrum of synthetic organic, bioorganic, physical‐organic chemistry and organic stereochemistry, is presented.
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•The reaction of amines, cyanide and substituted cyclohexanones prefer one of two possible geometric isomers.•The larger the cyclohexanone substitution, the greater the preference for ...one isomer over the other.•The amine component had less effect on the isomer preference than the ring substitution.
The formation of α-aminonitriles from substituted cyclohexanones exhibits diastereofacial selectivity resulting in unequal amounts of the two possible geometric isomers. The degree of selectivity increases with the nature of the substitution on the cyclohexyl ring indicating that this likely results from the degree to which the substitution can ‘lock’ the conformation of the cyclohexyl ring into the most stable conformation. The ratio of trans:cis isomers seen for the reaction of 4-substituted cyclohexanones with dimethylamine hydrochloride and potassium cyanide in water were 92:8 for 4-phenyl, 81:19 for 4-t-butyl, and 62:38 for 2-methyl. Varying the size of the amino group substituents did not have a dramatic effect on the selectivity that was observed.
In this work, we described flexible approaches to protoilludane‐like (5,6,4‐tricyclic ring) and marasmane‐like (5,6,3‐tricyclic ring) skeletons with naturally occurring cis/anti/cis stereochemistry ...using photochemical rearrangement of bicyclo2.2.2octenones and Diels‐Alder reaction of masked o‐benzoquinones as the key steps.
The total syntheses of medicarpin, sophoracarpanA, and kushecarpinA from a common intermediate are achieved by using ortho- and para-quinone methide chemistry. Additionally, the relative ...stereochemistry of sophoracarpanA and B have been reassigned.
Whereas numerous asymmetric methods for formation of quaternary carbon stereocenters in cyclic systems have been documented, the construction of acyclic quaternary carbon stereocenters with control ...of absolute stereochemistry remains a formidable challenge. This Review summarizes enantioselective methods for the construction of acyclic quaternary carbon stereocenters from achiral or chiral racemic reactants via transition metal catalysis.
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