Bioinspired Functional Catechol Derivatives through Simple Thiol Conjugate Addition
نویسندگان
چکیده
منابع مشابه
Stereoselective synthesis of perillaldehyde-based chiral β-amino acid derivatives through conjugate addition of lithium amides
The Michael addition of dibenzylamine to (+)-tert-butyl perillate (3) and to (+)-tert-butyl phellandrate (6), derived from (S)-(-)-perillaldehyde (1), resulted in diastereomeric β-amino esters 7A-D in a moderately stereospecific reaction in a ratio of 76:17:6:1. After separation of the diastereoisomers, the major product, cis isomer 7A, was quantitatively isomerized to the minor component, tran...
متن کاملBioinspired Catechol-Based Systems: Chemistry and Applications
Marco d’Ischia 1,* ID and Daniel Ruiz-Molina 2,* ID 1 Department of Chemical Sciences, University of Naples Federico II, Via Cintia 4, I-80126 Naples, Italy 2 Catalan Institute of Nanoscience and Nanotechnology (ICN2), CSIC and BIST, Campus UAB, Bellaterra, 08193 Barcelona, Spain * Correspondence: [email protected] (M.d.I); [email protected] (D.R.-M.); Tel.: +39-081-674132 (M.d.I.); +34-093-737...
متن کاملBioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
Katsumadain A, a naturally occurring influenza virus neuraminidase (NA) inhibitor, was synthesized by using a bioinspired, organocatalytic enantioselective 1,4-conjugate addition of styryl-2-pyranone with cinnamaldehyde, followed by a tandem Horner-Wadsworth-Emmons/oxa Michael addition.
متن کاملBioinspired catechol-terminated self-assembled monolayers with enhanced adhesion properties.
The role of the catechol moiety in the adhesive properties of mussel proteins and related synthetic materials has been extensively studied in the last years but still remains elusive. Here, a simplified model approach is presented based on a self-assembled monolayer (SAM) of upward-facing catechols thiol-bound to epitaxial gold substrates. The orientation of the catechol moieties is confirmed b...
متن کاملEnantioselective organocatalytic amine conjugate addition.
The first enantioselective organocatalytic amine conjugate addition has been successfully developed. The application of LUMO-lowering iminium catalysis has enabled the highly chemo- and enantioselective 1,4-addition of a rationally designed N-silyloxycarbamate nucleophile (HOMO-raised) to alpha,beta-unsaturated aldehydes. Imidazolidinone 2*pTSA was found to catalyze the addition of various orth...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Chemistry – A European Journal
سال: 2019
ISSN: 0947-6539,1521-3765
DOI: 10.1002/chem.201901914