Iridium-catalyzed asymmetric allylic substitution reactions

Q Cheng, HF Tu, C Zheng, JP Qu, G Helmchen… - Chemical …, 2018 - ACS Publications
In this review, we summarize the origin and advancements of iridium-catalyzed asymmetric
allylic substitution reactions during the past two decades. Since the first report in 1997, Ir …

Iridium-catalyzed asymmetric synthesis of functionally rich molecules enabled by (phosphoramidite, olefin) ligands

SL Rossler, DA Petrone… - Accounts of Chemical …, 2019 - ACS Publications
Conspectus The catalytic, asymmetric synthesis of complex molecules has been a core
focus of our research program for some time because developments in the area can have an …

Alcohols as Substrates in Transition-Metal-Catalyzed Arylation, Alkylation, and Related Reactions

A Cook, SG Newman - Chemical Reviews, 2024 - ACS Publications
Alcohols are abundant and attractive feedstock molecules for organic synthesis. Many
methods for their functionalization require them to first be converted into a more activated …

Enantio‐and Diastereoselective, Lewis Base Catalyzed, Cascade Sulfenoacetalization of Alkenyl Aldehydes

A Matviitsuk, SE Denmark - Angewandte Chemie, 2019 - Wiley Online Library
A catalytic, enantio‐, and diastereoselective formation of sulfenyl acetals bearing multiple
stereogenic centers is reported. Alkenyl aldehydes undergo a chiral thiiranium ion initiated …

Ketones and Aldehydes as O-Nucleophiles in Iridium-Catalyzed Intramolecular Asymmetric Allylic Substitution Reaction

Y Wang, WY Zhang, SL You - Journal of the American Chemical …, 2019 - ACS Publications
Ketones and aldehydes are employed as enol O-nucleophiles in an iridium-catalyzed
asymmetric allylic substitution reaction. The reaction proceeds well in the presence of a well …

Trimethyl Orthoacetate and Ethylene Glycol Mono‐Vinyl Ether as Enolate Surrogates in Enantioselective Iridium‐Catalyzed Allylation

Y Sempere, EM Carreira - Angewandte Chemie, 2018 - Wiley Online Library
Trimethyl orthoacetate and ethylene glycol mono‐vinyl ether are employed in iridium‐
catalyzed enantioselective allylation reactions. The method documented enables their …

A straightforward approach toward cytotoxic pyrrolidine alkaloids: Novel analogues of natural broussonetines

D Fábianová, T Pončáková, M Martinková, M Fábian… - Tetrahedron, 2021 - Elsevier
Straightforward access to a series of the cytotoxic sphingolipid-derived alkaloids possessing
a pyrrolidine unit and a long hydrophobic side chain was accomplished. Two simple …

Brown allylation: application to the synthesis of natural products

Z Boiarska, T Braga, A Silvani… - European Journal of …, 2021 - Wiley Online Library
Asymmetric allylation represents an important reaction applied in the natural product
synthesis. The stereoselective introduction of an allyl group allows to obtain versatile chiral …

Investigation of the enantioselectivity of acetylcholinesterase and butyrylcholinesterase upon inhibition by tacrine-iminosugar heterodimers

IC Vaaland, Ó López, A Puerta… - Journal of enzyme …, 2023 - Taylor & Francis
The copper-catalysed azide-alkyne cycloaddition was applied to prepare three enantiomeric
pairs of heterodimers containing a tacrine residue and a 1, 4-dideoxy-1, 4-imino-d-arabinitol …

Synthesis and structural revision of glyphaeaside C

BJ Byatt, A Kato, SG Pyne - Organic Letters, 2021 - ACS Publications
The iminosugar core of natural glyphaeaside C, originally assigned as a derivative of the
piperidine natural product 1-deoxynojirimycin (DNJ), has been revised as a derivative of 2, 5 …