Enantioselective Hydrosilylation of β,β‐Disubstituted Enamides to Construct α‐Aminosilanes with Vicinal Stereocenters DOI
Wenwen Zhang, Bi‐Jie Li

Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(1)

Опубликована: Ноя. 8, 2022

Despite the advances in area of catalytic alkene hydrosilylation, enantioselective hydrosilylation alkenes bearing a heteroatom substituent is scarce. Here we report rhodium-catalyzed β,β-disubstituted enamides to directly afford valuable α-aminosilanes highly regio-, diastereo-, and manner. Stereodivergent synthesis could be achieved by regulating substrate geometry ligand configuration generate all possible stereoisomers high enantio-purity.

Язык: Английский

Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies DOI Creative Commons
Carla Fernandes, Maria Letícia Carraro, João Ribeiro

и другие.

Molecules, Год журнала: 2019, Номер 24(4), С. 791 - 791

Опубликована: Фев. 22, 2019

Many naturally occurring xanthones are chiral and present a wide range of biological pharmacological activities. Some them have been exhaustively studied subsequently, obtained by synthesis. In order to obtain libraries compounds for structure activity relationship (SAR) studies as well improve the activity, new bioactive analogues derivatives inspired in natural prototypes were synthetized. Bioactive compromise large structural multiplicity compounds, including diversity derivatives. Thus, recently an exponential interest synthetic (CDXs) has witnessed. The methodologies can afford structures that otherwise could not be reached within products SAR studies. Another reason justifies this trend is both enantiomers using appropriate pathways, allowing possibility perform enantioselectivity work, literature review CDXs presented. structures, approaches used their synthesis activities described, emphasizing

Язык: Английский

Процитировано

39

Nucleophilic Transformations of Lewis Acid-Activated Disubstituted Epoxides with Catalyst-Controlled Regioselectivity DOI
Aran K. Hubbell, Geoffrey W. Coates

The Journal of Organic Chemistry, Год журнала: 2020, Номер 85(21), С. 13391 - 13414

Опубликована: Окт. 20, 2020

Due to their inherent ring strain and electrophilicity, epoxides are highly attractive building blocks for fundamental organic reactions. However, controlling the regioselectivity of disubstituted epoxide transformations is often particularly challenging. Most Lewis acid-mediated processes take advantage intrinsic steric or electronic substrate bias influence site nucleophilic attack. Therefore, scope many these systems frequently quite limited. Recent efforts generate catalysts that can overcome have expanded synthetic utility well-known In this Perspective, we highlight various regioselective epoxides, emphasizing those inspired production challenging, catalyst-controlled processes.

Язык: Английский

Процитировано

33

Directed Regioselective Carbometallation of 1,2‐Dialkyl‐Substituted Cyclopropenes DOI
Yair Cohen, Ilan Marek

Angewandte Chemie International Edition, Год журнала: 2021, Номер 60(50), С. 26368 - 26372

Опубликована: Окт. 8, 2021

A regio- and diastereoselective copper-catalyzed carbomagnesiation of 1,2-dialkylated cyclopropenes is reported. The regioselectivity controlled by a subtle tethered Lewis basic moiety. chelating moieties allow the differentiation between two electronically tantamount organometallic intermediates. Further functionalization grants access to polysubstituted stereodefined cyclopropanes bearing up five alkyl groups.

Язык: Английский

Процитировано

31

Transition Metal‐Free, Free‐Radical Sulfenylation of the α‐C(sp3)−H Bond in Arylacetamides and Its Application Toward 2‐Thiomethyl Benzoxazoles Synthesis DOI

Shanghui Tian,

Chaoli Wang,

Jianhui Xia

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 363(19), С. 4627 - 4631

Опубликована: Июль 30, 2021

Abstract This paper reports the transition metal‐free C( sp 3 )−H sulfenylation of arylacetamides by using thiophenols as sulfenyl reagents. The reactions take place in presence only K PO 4 . Control experiments indicate that proceed via a featured sulfur‐centred free radical intermediate. In addition, synthesis 2‐thiomethyl benzoxazoles has been realized p ‐toluenesulfonic acid ( ‐TSA) promoted annulation sulfenylated products. magnified image

Язык: Английский

Процитировано

27

Enantioselective Hydrosilylation of β,β‐Disubstituted Enamides to Construct α‐Aminosilanes with Vicinal Stereocenters DOI
Wenwen Zhang, Bi‐Jie Li

Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(1)

Опубликована: Ноя. 8, 2022

Despite the advances in area of catalytic alkene hydrosilylation, enantioselective hydrosilylation alkenes bearing a heteroatom substituent is scarce. Here we report rhodium-catalyzed β,β-disubstituted enamides to directly afford valuable α-aminosilanes highly regio-, diastereo-, and manner. Stereodivergent synthesis could be achieved by regulating substrate geometry ligand configuration generate all possible stereoisomers high enantio-purity.

Язык: Английский

Процитировано

20