Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Дек. 3, 2024
Stereodivergent synthesis of chiral δ-valerolactones bearing a unique azaarene-containing α-quaternary and tertiary stereocenter was enabled by Cu/Ru relay catalysis via cascade borrowing hydrogen/Michael addition/lactonization protocol.
Язык: Английский
Advanced Science, Год журнала: 2024, Номер 11(23)
Опубликована: Март 21, 2024
Abstract Asymmetric sequential hydrogenations of α ‐methylene γ ‐ or δ ‐keto carboxylic acids are established in one‐pot using a bimetallic Ru/Ru catalyst system, achieving the stereodivergent synthesis all four stereoisomers both chiral and ‐lactones with two non‐vicinal carbon stereocenters high yields (up to 99%) excellent stereoselectivities >99% ee >20:1 dr). The compatibility Ru systems is investigated detail, it found that basicity reaction system plays key role hydrogenation processes. protocol can be performed on gram‐scale low loading 11000 S/C) resulting products allow for many transformations, particularly several intermediates useful preparation drugs natural products.
Язык: Английский
Процитировано
8
Journal of the American Chemical Society, Год журнала: 2024, Номер 146(36), С. 25312 - 25320
Опубликована: Сен. 2, 2024
A highly efficient Ru-catalyzed asymmetric hydrogenation of α,β-unsaturated γ-lactams has been developed by using a
Язык: Английский
Процитировано
6
Journal of the American Chemical Society, Год журнала: 2025, Номер unknown
Опубликована: Янв. 27, 2025
The absolute and relative configurations of bioactive chiral molecules are typically relevant to their biological properties. It is thus highly important desirable construct all possible stereoisomers a lead candidate or given natural compound. Synergistic dual catalysis has been recognized as reliable synthetic strategy for variety predictable stereodivergent transformations. Despite the impressive progress made in this field, carbon-carbon bond-formation reactions involving stabilized nucleophiles remain elusive. Herein, we report an iridium- magnesium-catalyzed one-pot sequential allylic alkylation/nucleophilic alkylation cascade process synthesis four 3,3'-disubstituted oxindoles through three-component reaction. A diverse array products readily prepared with high functional group compatibility good yields excellent diastereo- enantioselectivities. Subsequently, total spirooxindole alkaloid trigolutes B D accomplished concise unified route using same set starting materials.
Язык: Английский
Процитировано
0
Trends in Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Окт. 1, 2024
Язык: Английский
Процитировано
2
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(14), С. 3939 - 3945
Опубликована: Янв. 1, 2024
(25 S )-Δ 4 -Dafachronic acid and boophiline exhibit intriguing bioactivities.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2024, Номер 26(27), С. 5850 - 5855
Опубликована: Июль 1, 2024
The transition-metal catalyzed asymmetric hydrogenation of unfunctionalized alkenes is challenging. Herein, we report an efficient iridium-catalyzed cycloalkenes, delivering chiral 2-aryl tetralins in excellent yields and with moderate to enantioselectivities. reaction can be performed on a gram-scale low catalyst loading (S/C = 1000), the reduced product was obtained without erosion enantioselectivity. Deuterium experiments indicated that C═C bond substrate hydrogenated directly isomerization.
Язык: Английский
Процитировано
1
Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 29, 2024
Abstract Asymmetric hydrogenation of enol ethers has emerged as a valuable and environmentally friendly method for the preparation optically active cyclic acyclic ethers, some which have demonstrated substantial potential application in synthesis compounds total natural products. Over past few decades, significant attention been devoted to use transition‐metal catalysts, particularly those containing chiral phosphine‐phosphine, phosphine‐amine, or carbene ligands, unfunctionalized ethers. In parallel, frustrated Lewis pair catalysts also successfully applied this transformation, enabling efficient production various This review highlights momentum most notable advances enantioselective (with only alkyl aryl substituents on vinyl group). Owing ubiquitous industrial interest, utility related derivatives is included.
Язык: Английский
Процитировано
0
Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Дек. 3, 2024
Stereodivergent synthesis of chiral δ-valerolactones bearing a unique azaarene-containing α-quaternary and tertiary stereocenter was enabled by Cu/Ru relay catalysis via cascade borrowing hydrogen/Michael addition/lactonization protocol.
Язык: Английский
Процитировано
0