Abhijit Sau
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View article: Palladium-Catalyzed Stereocontrolled Synthesis of C-Glycosides by Stereoretentive C(sp3)–C(sp2) Cross-Coupling
Palladium-Catalyzed Stereocontrolled Synthesis of C-Glycosides by Stereoretentive C(sp3)–C(sp2) Cross-Coupling Open
C-glycosides represent a valuable class of biomolecules owing to their exceptional hydrolytic stability, diverse biological activities, and broad applications in natural product synthesis and glycomimetic design. Despite their importance, …
View article: Supramolecular assisted <i>O</i>-acylation of carbohydrates
Supramolecular assisted <i>O</i>-acylation of carbohydrates Open
A base-free, supramolecular assisted approach for the O -acylation of carbohydrates under mild conditions, using 18-crown-6 in combination with a catalytic amount of potassium fluoride.
View article: Dimethyl Sulfoxide Promoted Quinazolinone Synthesis
Dimethyl Sulfoxide Promoted Quinazolinone Synthesis Open
An efficient and one‐step synthesis of quinazolinones using 2‐aminobenzamide and benzylamine in DMSO under external catalyst‐ and base‐free conditions is reported. A broad substrate scope and environment‐benign mild reaction conditions are…
View article: Efficient Hydroboration of Ketones and Imines Using Amidophosphine‐Borane Under Catalyst‐Free Conditions
Efficient Hydroboration of Ketones and Imines Using Amidophosphine‐Borane Under Catalyst‐Free Conditions Open
We report here the use of amidophosphine borane {(BH₃)₂(PPh)₂N(CH₂)C₆H₅} as a competent reducing agent for the hydroboration of ketones and imines under mild and catalyst‐free reaction conditions yielding the corresponding secondary alcoho…
View article: CCDC 2262747: Experimental Crystal Structure Determination
CCDC 2262747: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2262746: Experimental Crystal Structure Determination
CCDC 2262746: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Modulating the electronics of palladium complexes supported by iminopyridine ligands as the catalysts in Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions
Modulating the electronics of palladium complexes supported by iminopyridine ligands as the catalysts in Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions Open
Two bench stable palladium(II) complexes [ k 2 -(PyCH=N(CHPh 2 )PdCl 2 )] ( 1 ) and [ k 3 -(PyCH=N(CH(Ph 2 )(C 6 H 4 ))PdCl)] ( 2 ) supported by iminopyridine ligands (PyCH=NR) [R = CHPh 2 , ( L1 ) and R = CPh 3 , ( L2 )] were synthesized …
View article: Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides
Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides Open
Sulfonyl fluorides have emerged as powerful “click” electrophiles to access sulfonylated derivatives. Yet, they are relatively inert towards C−C bond forming transformations, notably under transition‐metal catalysis. Here, we describe cond…
View article: Modifying Woodward–Hoffmann Stereoselectivity Under Vibrational Strong Coupling
Modifying Woodward–Hoffmann Stereoselectivity Under Vibrational Strong Coupling Open
Vibrational strong coupling (VSC) has recently been shown to change the rate and chemoselectivity of ground‐state chemical reactions via the formation of light–matter hybrid polaritonic states. However, the observation that vibrational‐mod…
View article: Modifying Woodward–Hoffmann Stereoselectivity Under Vibrational Strong Coupling
Modifying Woodward–Hoffmann Stereoselectivity Under Vibrational Strong Coupling Open
Vibrational strong coupling (VSC) has recently been shown to change the rate and chemoselectivity of ground‐state chemical reactions via the formation of light–matter hybrid polaritonic states. However, the observation that vibrational‐mod…
View article: Stereoselective Synthesis of Iminosugar 2-Deoxy(thio)glycosides from Bicyclic Iminoglycal Carbamates Promoted by Cerium(IV) Ammonium Nitrate and Cooperative Brønsted Acid-Type Organocatalysis
Stereoselective Synthesis of Iminosugar 2-Deoxy(thio)glycosides from Bicyclic Iminoglycal Carbamates Promoted by Cerium(IV) Ammonium Nitrate and Cooperative Brønsted Acid-Type Organocatalysis Open
The first examples of iminosugar-type 2-deoxy(thio)glycoside mimetics are reported. The key step is the activation of a bicyclic iminoglycal carbamate to generate a highly reactive acyliminium cation. Cerium(IV) ammonium nitrate efficientl…
View article: Copper Reactivity Can Be Tuned to Catalyze the Stereoselective Synthesis of 2-Deoxyglycosides from Glycals
Copper Reactivity Can Be Tuned to Catalyze the Stereoselective Synthesis of 2-Deoxyglycosides from Glycals Open
We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both "armed" and "disarmed" type glycals toward direct glycosylation leading to the α-stereoselective synthesis of d…
View article: Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals
Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals Open
We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both “armed” and “disarmed” type glycals towards direct glycosylation leading to the a-stereoselective synthesis of …
View article: Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals
Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals Open
We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both “armed” and “disarmed” type glycals towards direct glycosylation leading to the a-stereoselective synthesis of …
View article: Suzuki–Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis
Suzuki–Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis Open
Ideal organic syntheses involve the rapid construction of C−C bonds, with minimal use of functional group interconversions. The Suzuki–Miyaura cross‐coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar react…
View article: CCDC 1948443: Experimental Crystal Structure Determination
CCDC 1948443: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals
Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals Open
We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both “armed” and “disarmed” type glycals towards direct glycosylation leading to the a-stereoselective synthesis of …
View article: Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals
Copper Reactivity Can be Tuned to Catalyse the Stereoselective Synthesis of 2-Deoxy Glycosides from Glycals Open
We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both “armed” and “disarmed” type glycals towards direct glycosylation leading to the a-stereoselective synthesis of …
View article: The Suzuki−Miyaura Coupling of Aryl Sulfones
The Suzuki−Miyaura Coupling of Aryl Sulfones Open
We describe conditions under which aryl sulfones act as electrophilic coupling partners in the palladium-catalyzed Suzuki–Miyaura cross-coupling (SMC) reaction. Sequential cross-coupling of arenes bearing sulfone, halide and nitro leaving …
View article: The Suzuki−Miyaura Coupling of Aryl Sulfones
The Suzuki−Miyaura Coupling of Aryl Sulfones Open
We describe conditions under which aryl sulfones act as electrophilic coupling partners in the palladium-catalyzed Suzuki–Miyaura cross-coupling (SMC) reaction. Sequential cross-coupling of arenes bearing sulfone, halide and nitro leaving …
View article: The Suzuki−Miyaura Coupling of Aryl Sulfones
The Suzuki−Miyaura Coupling of Aryl Sulfones Open
We describe conditions under which aryl sulfones act as electrophilic coupling partners in the palladium-catalyzed Suzuki–Miyaura cross-coupling (SMC) reaction. Sequential cross-coupling of arenes bearing sulfone, halide and nitro leaving …
View article: Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> as Catalyst
Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> as Catalyst Open
B(C6F5)3 enables the metal-free unprecedented substrate-controlled direct α-stereoselective synthesis of deoxyglycosides from glycals. 2,3-Unsaturated α- O-glycoside products are obtained with deactivated glycals at 75 °C in the presence o…
View article: Thermal, Spectroscopic, and Crystallographic Analysis of Mannose-Derived Linear Polyols
Thermal, Spectroscopic, and Crystallographic Analysis of Mannose-Derived Linear Polyols Open
The major diastereomer formed in the Barbier-type metal-mediated allylation of d-mannose has previously been shown to adopt a perfectly linear conformation, both in solid state and in solution, resulting in the formation of hydrogen-bonded…
View article: CCDC 1822426: Experimental Crystal Structure Determination
CCDC 1822426: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1825936: Experimental Crystal Structure Determination
CCDC 1825936: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 1822427: Experimental Crystal Structure Determination
CCDC 1822427: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals
Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals Open
Au(I) in combination with AgOTf enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalyzed hydrofunctionaliz…