32811-40-8Relevant articles and documents
Consolidated production of coniferol and other high-value aromatic alcohols directly from lignocellulosic biomass
Tramontina, Robson,Galman, James L.,Parmeggiani, Fabio,Derrington, Sasha R.,Bugg, Timothy D. H.,Turner, Nicholas J.,Squina, Fabio M.,Dixon, Neil
, p. 144 - 152 (2020)
Sustainable production of fine chemicals and biofuels from renewable biomass offers a potential alternative to the continued use of finite geological oil reserves. However, in order to compete with current petrochemical refinery processes, alternative biorefinery processes must overcome significant costs and productivity barriers. Herein, we demonstrate the biocatalytic production of the versatile chemical building block, coniferol, for the first time, directly from lignocellulosic biomass. Following the biocatalytic treatment of lignocellulose to release and convert ferulic acid with feruloyl esterase (XynZ), carboxylic acid reductase (CAR) and aldo-keto reductase (AKR), this whole cell catalytic cascade not only achieved equivalent release of ferulic acid from lignocellulose compared to alkaline hydrolysis, but also displayed efficient conversion of ferulic acid to coniferol. This system represents a consolidated biodegradation-biotransformation strategy for the production of high value fine chemicals from waste plant biomass, offering the potential to minimize environmental waste and add value to agro-industrial residues.
Solid phase synthesis of cis-coniferyl alcohol
Rivero,Heredia
, p. 1351 - 1357 (2000)
Synthesis of cis-coniferyl alcohol (4-hydroxy-5-methoxy- cinnamyl alcohol), using support on Wang's resin is described.
Microbial synthesis of coniferyl alcohol by the fungus Byssochlamys fulva V107
Furukawa, Hirotaka,Wieser, Marco,Morita, Hiroshi,Nagasawa, Toru
, p. 1141 - 1142 (1999)
Coniferyl alcohol (123 mM=21.9 g/1) was synthesized from eugenol with a yield of 94.6% in a 36 h fed-batch bioconversion using resting cells of the fungus Byssochlamys fulva V107.
Microwave-Assisted Synthesis of Phenylpropanoids and Coumarins: Total Synthesis of Osthol
Konrádová, Daniela,Kozubíková, Hana,Dole?al, Karel,Pospí?il, Ji?í
supporting information, p. 5204 - 5213 (2017/09/29)
Herein we describe a one-pot microwave-assisted method for the synthesis of cinnamic acid and coumarin derivatives. The synthesis begins with an aldehyde synthon, and the chosen reaction conditions determine whether a cinnamic acid or coumarin derivative is formed. A regioselective Claisen rearrangement was also efficiently incorporated into the synthetic sequence to further increase the complexity of the product. Notably, this approach provides high product yields and selectivities without the need of a phenol protecting group.
Asymmetric Organocatalytic Stepwise [2+2] Entry to Tetra-Substituted Heterodimeric and Homochiral Cyclobutanes
Nielsen, Alex J.,Jenkins, Hilary A.,McNulty, James
supporting information, p. 9111 - 9115 (2016/07/14)
An asymmetric synthesis of tetra-substituted cyclobutanes involving an organocatalytic, stepwise [2+2]-cycloaddition is described. The secondary-amine-catalyzed method allows for the hetero-dimerization of two different cinnamic-acid-derived sub-units, opening a novel one-step assembly to densely functionalized, head-to-tail coupled dimeric cyclobutanes in high enantiomeric excess. A series of selective synthetic interconversions in these sensitive cycloadducts is also described.
