Reduction of carbonyl compounds via hydrosilylation. 3. Asymmetric reduction of keto esters via hydrosilylation catalyzed by a rhodium complex with chiral phosphine ligands

1977 ◽  
Vol 42 (10) ◽  
pp. 1671-1679 ◽  
Author(s):  
Iwao Ojima ◽  
Tetsuo Kogure ◽  
Miyoko Kumagai
Keyword(s):  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Phosphine Ligands ◽  
Rhodium Complex ◽  
Keto Esters ◽  
Chiral Phosphine Ligands

Rhodium-Catalyzed, Phosphorus(III)-Directed Hydroarylation of Internal Alkynes: Facile and Efficient Access to New Phosphine Ligands

Synlett ◽  
2020 ◽  
Author(s):  
Minyan Wang ◽  
Zhuangzhi Shi ◽  
Huanhuan Luo ◽  
Dawei Wang
Keyword(s):  
High Selectivity ◽  
Enantiomeric Excess ◽  
Phosphine Ligands ◽  
Rapid Construction ◽  
Efficient Access ◽  
Internal Alkynes ◽  
Great Progress ◽  
Chiral Phosphine Ligands ◽  
Optimized Conditions ◽  
Made In

AbstractOrganophosphines are an important class of ligands widely used in organic chemistry. Although great progress has recently been made in the rapid construction of new phosphines through Rh- or Ru-catalyzed C–H bond functionalizations, synthetic access to more diverse phosphines remains a challenge. We describe an efficient process for the rhodium-catalyzed phosphorus(III)-directed hydroarylation of internal alkynes to generate various alkenylated and 2′,6′-dialkenylated biarylphosphines with high selectivity. A range of diverse alkynes and phosphines were effectively prepared with broad functional-group compatibility under the optimized conditions. In addition, the developed protocol can be extended to modify chiral phosphine ligands, providing enantioenriched alkenylated phosphines without erosion of the enantiomeric excess.

Enantioselective Radical Functionalization of Imines and Iminium Intermediates via Visible Light Photoredox Catalysis

Synthesis ◽  
2020 ◽  
Author(s):  
Jia-Jia Zhao ◽  
Hong-Hao Zhang ◽  
Shouyun Yu
Keyword(s):  
Visible Light ◽  
Asymmetric Synthesis ◽  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Chemical Transformations ◽  
Photoredox Catalysis ◽  
Radical Coupling ◽  
Mild Conditions ◽  
Iminium Ions ◽  
Radical Functionalization

Visible light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, the advance in the catalytic asymmetric radical functionalization of imines, as well as iminium intermediates, are summarized. 1 Introduction 2 The enantioselective radical functionalization of imines 2.1 Asymmetric reduction 2.2 Asymmetric cyclization 2.3 Asymmetric addition 2.4 Asymmetric radical coupling 3 The enantioselective radical functionalization of iminium ions 3.1 Asymmetric radical alkylation 3.2 Asymmetric radical acylation 4 Conclusion

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