Carbene‐Catalyzed and Pnictogen Bond‐Assisted Access to PIII‐Stereogenic Compounds DOI
Jianjian Liu, Rui Deng, Xuyang Liang

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(28)

Published: April 26, 2024

Abstract Intermolecular pnictogen bonding (PnB) catalysis has received increased interest in non‐covalent organocatalysis. It been demonstrated that organic electron‐deficient atoms can act as prospective Lewis acids. Here, we present a catalytic approach for the asymmetric synthesis of chiral P III compounds by combining intramolecular PnB interactions and carbene catalysis. Our design features pre‐chiral phosphorus molecule bearing two electron‐withdrawing benzoyl groups, resulting formation σ‐hole at atom. X‐ray interaction (NCI) analysis indicate model substrates exhibit intrinsic between oxygen atom formyl group This induces conformational locking effect, leading to crystallization substrate preferred conformation ( 2 1 group). Under N –heterocyclic carbene, aldehyde moiety activated bond selectively reacts with an alcohol yield corresponding monoester/phosphorus product excellent enantioselectivity. acidic center, aroused non‐polarized interaction, assists selective regulations, providing unique opportunities beyond.

Language: Английский

Carbene‐Catalyzed and Pnictogen Bond‐Assisted Access to PIII‐Stereogenic Compounds DOI
Jianjian Liu, Rui Deng, Xuyang Liang

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(28)

Published: April 26, 2024

Intermolecular pnictogen bonding (PnB) catalysis has received increased interest in non-covalent organocatalysis. It been demonstrated that organic electron-deficient atoms can act as prospective Lewis acids. Here, we present a catalytic approach for the asymmetric synthesis of chiral P

Language: Английский

Citations

8
Cobalt-catalyzed enantioselective hydroetherification of alkenes and symmetric 1,3-diketones DOI

Meihui Guan,

Lihan Zhu, Yue Wang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 101126 - 101126

Published: Oct. 1, 2024

Language: Английский

Citations

3
Rhodium-Catalyzed Tandem Asymmetric Allylic Decarboxylative Addition and Cyclization of Vinylethylene Carbonates with N-nosylimines DOI Open Access
Xiaolin Wang, Haibin Jiang, Sheng‐Cai Zheng

et al.

Published: Jan. 25, 2024

A enantioselective tandem transformation concerning asymmetric allylic decarboxylative addition and cyclization of N-nosylimines with vinylethylene carbonates (VECs) in the presence [Rh(C2H4)2Cl]2, chiral sulfoxide-N-olefin tridentate ligand has been developed. The reaction VECs various substituted proceeded smoothly under mild conditions, giving highly functionalized oxazolidine frameworks good to high yields excellent enantioselectivity.

Language: Английский

Citations

1
Rhodium-Catalyzed Tandem Asymmetric Allylic Decarboxylative Addition and Cyclization of Vinylethylene Carbonates with N-Nosylimines DOI Creative Commons
Xiaolin Wang, Haibin Jiang, Sheng‐Cai Zheng

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(5), P. 1019 - 1019

Published: Feb. 26, 2024

A enantioselective tandem transformation, concerning asymmetric allylic decarboxylative addition and cyclization of

Language: Английский

Citations

1
COAP/Pd-catalyzed asymmetric linear allylic alkylation for synthesizing chiral 3,3′-disubstituted oxindoles bearing all-carbon quaternary stereocenters and primary allylic alcohol structures DOI
Wenkai Liu, Bailin Wang,

Xing‐Yun Sun

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5196 - 5201

Published: Jan. 1, 2024

A linear asymmetric allylic alkylation of vinyloxirane catalyzed by a chiral oxalamide–phosphine (COAP)/Pd(0) complex was reported. Various 3,3′-oxindole derivatives were achieved in good yields with excellent regio- and enantioselectivity.

Language: Английский

Citations

1
Cobalt-Catalyzed Enantioselective Reductive Addition of Ketimine with Cyclopropyl Chloride to Construct the Chiral Amino Esters Bearing Cyclopropyl Fragments DOI
Jiangtao Hu, Tingting Xia, Xianqing Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6311 - 6318

Published: Jan. 1, 2024

Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing fragments broad functional group tolerance and excellent enantioselectivities.

Language: Английский

Citations

1
Carbene‐Catalyzed and Pnictogen Bond‐Assisted Access to PIII‐Stereogenic Compounds DOI
Jianjian Liu, Rui Deng, Xuyang Liang

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(28)

Published: April 26, 2024

Abstract Intermolecular pnictogen bonding (PnB) catalysis has received increased interest in non‐covalent organocatalysis. It been demonstrated that organic electron‐deficient atoms can act as prospective Lewis acids. Here, we present a catalytic approach for the asymmetric synthesis of chiral P III compounds by combining intramolecular PnB interactions and carbene catalysis. Our design features pre‐chiral phosphorus molecule bearing two electron‐withdrawing benzoyl groups, resulting formation σ‐hole at atom. X‐ray interaction (NCI) analysis indicate model substrates exhibit intrinsic between oxygen atom formyl group This induces conformational locking effect, leading to crystallization substrate preferred conformation ( 2 1 group). Under N –heterocyclic carbene, aldehyde moiety activated bond selectively reacts with an alcohol yield corresponding monoester/phosphorus product excellent enantioselectivity. acidic center, aroused non‐polarized interaction, assists selective regulations, providing unique opportunities beyond.

Language: Английский

Citations

0