Stereoselective protecting group free synthesis of d,l-gulose ethyl glycoside via multicomponent enyne cross metathesis—hetero Diels–Alder reaction [PDF]
, 2009 An efficient and stereoselective synthesis of d,l-gulose was described. The key step of the synthetic route is represented by a multicomponent enyne cross metathesis—hetero Diels–Alder reaction which allows the formation of the pyran ring from cheap and ...
Aoyagi +22 more
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Mechanisms and Specificity of Phenazine Biosynthesis Protein PhzF
Scientific Reports, 2017 Phenazines are bacterial virulence and survival factors with important roles in infectious disease. PhzF catalyzes a key reaction in their biosynthesis by isomerizing (2 S,3 S)-2,3-dihydro-3-hydroxy anthranilate (DHHA) in two steps, a [1,5]-hydrogen ...
Christina Diederich +6 more
doaj +1 more source
From conjugated tertiary skipped diynes to chain-functionalized tetrasubstituted pyrroles [PDF]
, 2016 A novel and metal-free method for the synthesis of chain-functionalized tetrasubstituted pyrroles from easily accessible tertiary skipped diynes, was reported.
García-Tellado, Fernando +3 more
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SAM-dependent enzyme-catalysed pericyclic reactions in natural product biosynthesis. [PDF]
, 2017 Pericyclic reactions-which proceed in a concerted fashion through a cyclic transition state-are among the most powerful synthetic transformations used to make multiple regioselective and stereoselective carbon-carbon bonds.
Chen, Mengbin +9 more
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Beilstein Journal of Organic Chemistry, 2012 Methionine, S-benzylcysteine and S-allylcysteine were converted into 2-diazo-3-oxo-4-phthalimidocarboxylic esters 8a–c in three steps. Upon rhodium-catalysed dediazoniation, two intramolecular carbenoid reactions competed, namely the formation of a ...
Marc Enßle +3 more
doaj +1 more source
An unexpected Ireland–Claisen rearrangement cascade during the synthesis of the tricyclic core of Curcusone C: Mechanistic elucidation by trial-and-error and automatic artificial force-induced reaction (AFIR) computations [PDF]
, 2019 In the course of a total synthesis effort directed toward the natural product curcusone C, the Stoltz group discovered an unexpected thermal rearrangement of a divinylcyclopropane to the product of a formal Cope/1,3-sigmatropic shift sequence.
Houk, K. N. +6 more
core +5 more sources
A domino reaction of tetrahalo- 7,7-dimethoxybicyclo[2.2.1]heptenyl alcohols leading to indenones and a de novo synthesis of ninhydrin derivatives [PDF]
, 2015 An efficient acid induced rearrangement of a tetrahalo-7,7-dimethoxybicyclo[2.2.1]heptenyl system leading to substituted indenones is reported. This domino reaction involves dehydration, olefin isomerization, ketal hydrolysis, [3,3]-sigmatropic ...
Kaki, R B, Khan, Faiz Ahmed
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Toward a Symphony of Reactivity: Cascades Involving Catalysis and Sigmatropic Rearrangements [PDF]
, 2014 Catalysis and synthesis are intimately linked in modern organic chemistry. The synthesis of complex molecules is an ever evolving area of science. In many regards, the inherent beauty associated with a synthetic sequence can be linked to a certain ...
Jones, Amanda C. +3 more
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Structure of 3,4-Dihydroxy-2-butanone 4-Phosphate Synthase from Methanococcus jannaschii in Complex with Divalent Metal Ions and the Substrate Ribulose 5-Phosphate: implications for the catalytic mechanism [PDF]
, 2003 Skeletal rearrangements of carbohydrates are crucial for many biosynthetic pathways. In riboflavin biosynthesis ribulose 5-phosphate is converted into 3,4-dihydroxy-2-butanone 4-phosphate while its C4 atom is released as formate in a sequence of metal ...
Bacher, Adelbert +5 more
core
The role of tachysterol in vitamin D photosynthesis - A non-adiabatic molecular dynamics study
, 2017 To investigate the role of tachysterol in the photophysical/chemical regulation of vitamin D photosynthesis, we studied its electronic absorption properties and excited state dynamics using time-dependent density functional theory (TDDFT), coupled ...
Baluyot, Noel +4 more
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