3790-78-1Relevant articles and documents
Method for efficiently preparing enol through selective hydrogenation of alkynol
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Paragraph 0062-0071, (2021/03/24)
The invention provides a method for efficiently preparing enol through selective hydrogenation of alkynol. A conventional tank reactor and a micro-channel reactor are combined for use, and the micro-channel reactor can be used for quickly preparing an enol product after immobilizing a rare earth metal doped catalyst, so that the reaction time is shortened, and the production efficiency is improved. And a phosphine compound is added as a side reaction inhibitor to improve the selectivity.
Sesquiterpene Cyclizations inside the Hexameric Resorcinarene Capsule: Total Synthesis of δ-Selinene and Mechanistic Studies
Zhang, Qi,Tiefenbacher, Konrad
supporting information, p. 12688 - 12695 (2019/08/12)
The synthesis of terpene natural products remains a challenging task due to the enormous structural diversity in this class of compounds. Synthetic catalysts are unable to reproduce the tail-to-head terpene cyclization of cyclase enzymes, which create this diversity from just a few simple linear terpene substrates. Recently, supramolecular structures have emerged as promising enzyme mimetics. In the present study, the hexameric resorcinarene capsule was utilized as an artificial cyclase to catalyze the cyclization of sesquiterpenes. With the cyclization reaction as the key step, the first total synthesis of the sesquiterpene natural product δ-selinene was achieved. This represents the first total synthesis of a sesquiterpene natural product that is based on the cyclization of a linear terpene precursor inside a supramolecular catalyst. To elucidate the reaction mechanism, detailed kinetic studies and kinetic isotope measurements were performed. Surprisingly, the obtained kinetic data indicated that a rate-limiting encapsulation step is operational in the cyclization of sesquiterpenes.
Isotope sensitive branching and kinetic isotope effects to analyse multiproduct terpenoid synthases from Zea mays
Gatto, Nathalie,Vattekkatte, Abith,K?llner, Tobias,Degenhardt, J?rg,Gershenzon, Jonathan,Boland, Wilhelm
supporting information, p. 3797 - 3800 (2015/03/30)
Multiproduct terpene synthases TPS4-B73 and TPS5-Delprim from Zea mays exhibit isotopically sensitive branching in the formation of mono- and sesquiterpene volatiles. The impact of the kinetic isotope effects and the stabilization of the reactive intermediates by hyperconjugation along with the shift of products from alkenes to alcohols are discussed.
