4865-83-2Relevant academic research and scientific papers
Direct α-Benzylation of Methyl Enol Ethers with Activated Benzyl Alcohols: Its Rearrangement and Access to (±)-Tetrahydronyasol, Propterol A, and 1,3-Diarylpropane
Jena, Tapan Kumar,Khan, Faiz Ahmed
, p. 14270 - 14280 (2019/10/17)
Herein, we report a one-pot Lewis acid mediated synthesis of bi- and triarylpropanal derivatives and their corresponding isomeric ketones from aromatic enol ethers. This transformation takes place via nucleophilic attack of enol ethers to electron-rich be
Subunit composition of hinokiresinol synthase controls enantiomeric selectivity in hinokiresinol formation
Yamamura, Masaomi,Suzuki, Shiro,Hattori, Takefumi,Umezawa, Toshiaki
experimental part, p. 1106 - 1110 (2010/06/20)
Asparagus officinalis hinokiresinol synthase (HRS) is composed of two subunits, HRSα and HRSβ. Individually, each subunit forms (E)-hinokiresinol (EHR) from 4-coumaryl 4-coumarate, whereas a mixture of both subunits forms (Z)-hinokiresinol (ZHR) from the same substrate. In this study, we analyzed the enantiomeric compositions of ZHR and EHR formed after incubation of 4-coumaryl 4-coumarate with recombinant subunit proteins, recHRSα and/or recHRSβ, and with naturally occurring A. officinalis ZHR. The enantiomeric composition of ZHR formed by the mixture of recHRSα and recHRSβ was (+)-100% enantiomer excess (e.e.), identical to that of A. officinalis ZHR. In contrast, the enantiomeric compositions of EHR formed by recHRSα and recHRSβ, individually, were (-)-20.6 and (-)-9.0% e.e., respectively. These results clearly demonstrate that the subunit composition of A. officinalis HRS controls not only cis/trans isomerism but also enantioselectivity in hinokiresinol formation. The Royal Society of Chemistry.
