Angewandte Chemie, Год журнала: 2019, Номер 131(40), С. 14383 - 14387
Опубликована: Авг. 7, 2019
Abstract A hybrid transition‐metal/radical process is described that results in the addition of organozinc reagents and alkyl halides across alkenyl boron an enantioselective catalytic fashion. The reaction can be accomplished both intermolecularly intramolecularly, providing useful product yields high enantioselectivities manifolds.
Язык: Английский
Journal of the American Chemical Society, Год журнала: 2018, Номер 140(45), С. 15181 - 15185
Опубликована: Окт. 30, 2018
Enantio- and diastereoselective conjunctive cross-coupling of β-substituted alkenylboron "ate" complexes is studied. Whereas β-substitution shifts the chemoselectivity catalytic reaction in favor Suzuki–Miyaura product, use a boronic ester ligand derived from acenaphthoquinone allows process to even with substituted substrates.
Язык: Английский
Процитировано
81
Chemical Communications, Год журнала: 2020, Номер 57(4), С. 441 - 459
Опубликована: Дек. 10, 2020
Transition metal-catalyzed asymmetric multicomponent reactions using organoboron compounds have been utilized extensively for C–B, C–C, and other bond-forming reactions. This feature article highlights the important discoveries in this topic.
Язык: Английский
Процитировано
62
Journal of the American Chemical Society, Год журнала: 2019, Номер 141(36), С. 14126 - 14130
Опубликована: Авг. 27, 2019
α-Functionalization of alkyl boronic esters and homologation aryl by regioselective radical C(sp3)-H activation in boron-ate complexes is reported. Reaction commercial or readily accessed acid pinacol with lithium reagents provides complexes. Selective α-C-H abstraction situ generated trifluoromethyl radicals leads to anions that undergo electron transfer oxidation followed 1,2-aryl/alkyl migration from boron carbon give the α-arylated/alkylated esters. The valuable ester functionality remains products cheap iodide acts as oxidant these C-C couplings. 1,2-alkyl highly stereospecific allowing access stereoisomerically pure
Язык: Английский
Процитировано
61
Angewandte Chemie International Edition, Год журнала: 2019, Номер 58(32), С. 10956 - 10960
Опубликована: Июнь 28, 2019
A method for the construction of boron-substituted quaternary carbons or diarylquaternary by arylboration highly substituted alkenylarenes is presented. wide range alkenes and arylbromides can participate in this reaction thus allowing a diverse assortment products to be prepared. In addition, solvent dependent regiodivergent 1,2-disubstituted presented, greatly increasing scope that accessed.
Язык: Английский
Процитировано
60
Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(26), С. 10311 - 10315
Опубликована: Март 25, 2020
Enantioselective conjunctive cross-coupling of enyne-derived boronate complexes occurs with 1,4 addition the electrophile and migrating group across π system. This reaction pathway furnishes α-boryl allenes as product. In presence a chiral catalyst, both central axial chirality product can be controlled during formation.
Язык: Английский
Процитировано
52
Nature Communications, Год журнала: 2023, Номер 14(1)
Опубликована: Сен. 14, 2023
In recent years, numerous 1,2-R shift (R = aliphatic or aryl) based on tetracoordinate boron species have been well investigated. the contrary, corresponding radical migrations, especially 1,2-boryl for construction of organoborons is still in its infancy. Given paucity and significance such strategies chemistry, it urgent to develop other efficient alternative synthetic protocols enrich these underdeveloped 1,2-boron before their fundamental potential applications could be fully explored at will. Herein, we demonstrated a visible-light-induced photoredox neutral decarboxylative cross-coupling reaction, which undergoes give translocated C-radical further capture versatile acceptors. The mild reaction conditions, good functional-group tolerance, broad β-boryl NHPI esters scope as acceptors make this protocol applicable modification bioactive molecules. It can expected that methodology will very useful tool an strategy primary via novel mode.
Язык: Английский
Процитировано
20
ChemCatChem, Год журнала: 2023, Номер 15(18)
Опубликована: Авг. 3, 2023
Abstract Asymmetric multicomponent reactions are considered as efficient protocols for constructing complex chiral molecules because of their step‐ and atom‐economy. Nickel‐catalyzed asymmetric three‐component dicarbofunctionalization alkenes has been well developed in recent years, which is used the area total synthesis natural products late‐stage modification drugs rapid incorporation sp 3 ‐enriched carbon centers. In this concept, significant breakthroughs field summarized, together with related mechanisms. Moreover, remaining challenges potential opportunities also highlighted.
Язык: Английский
Процитировано
19
Nature Reviews Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Сен. 26, 2024
Язык: Английский
Процитировано
8
Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(39), С. 17245 - 17249
Опубликована: Июнь 24, 2020
A general and efficient approach for the preparation of 1,3-bis-(boryl)alkanes is introduced. It shown that readily generated vinylboron ate complexes react with commercially available ICH
Язык: Английский
Процитировано
42
Angewandte Chemie International Edition, Год журнала: 2019, Номер 59(7), С. 2844 - 2849
Опубликована: Дек. 3, 2019
Asymmetric hydrogenation has evolved as one of the most powerful tools to construct stereocenters. However, asymmetric unfunctionalized tetrasubstituted acyclic olefins remains pinnacle synthesis and an unsolved challenge. We report herein discovery iridium catalyst for first, generally applicable, highly enantio- diastereoselective such mechanistic insights reaction. The power this chemistry is demonstrated by successful a wide variety electronically sterically diverse in excellent yield high diastereoselectivity.
Язык: Английский
Процитировано
41