scholarly journals Kinetic resolution of racemic allylic alcohols via iridium-catalyzed asymmetric hydrogenation: scope, synthetic applications and insight into the origin of selectivity

2021 ◽  
Author(s):  
Haibo Wu ◽  
Cristiana Margarita ◽  
Jira Jongcharoenkamol ◽  
Mark D. Nolan ◽  
Thishana Singh ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Kinetic Resolution ◽  
Asymmetric Hydrogenation ◽  
Allylic Alcohols ◽  
Insight Into

Asymmetric hydrogenation is one of the most commonly used tools in organic synthesis, whereas, kinetic resolution via asymmetric hydrogenation was less developed.

scholarly journals Asymmetric Hydrogenation of Exocyclic γ,δ-Unsaturated β-Ketoesters to Functionalized Chiral Allylic Alcohols via Dynamic Kinetic Resolution

2021 ◽  
Author(s):  
Huai-Yu Bin ◽  
Li Cheng ◽  
Xiong Wu ◽  
Chang-Liang Zhu ◽  
Xiao-Hui Yang ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Asymmetric Hydrogenation ◽  
Allylic Alcohols ◽  
Dynamic Kinetic Resolution ◽  
Iridium Catalysts

An iridium catalyzed asymmetric hydrogenation of racemic exocyclic γ,δ-unsaturated β-ketoesters via dynamic kinetic resolution to functionalized chiral allylic alcohols was developed. With chiral spiro iridium catalysts Ir-SpiroPAP a series of...

scholarly journals Highly Efficient Kinetic Resolution of Aryl-Alkenyl Alcohols by Ru-Catalyzed Hydrogen Transfer

Molecules ◽  
2021 ◽  
Vol 26 (24) ◽  
pp. 7475
Author(s):  
Yipeng You ◽  
Ming Yu Jin ◽  
Guanyu Tao ◽  
Xiangyou Xing
Keyword(s):  
Organic Synthesis ◽  
Hydrogen Transfer ◽  
Kinetic Resolution ◽  
Asymmetric Reduction ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Allylic Alcohols ◽  
Secondary Alcohols ◽  
Highly Efficient ◽  
Reduction Of Ketones

No matter through asymmetric reduction of ketones or kinetic resolution of secondary alcohols, enantioselective synthesis of the corresponding secondary alcohols is challenging when the two groups attached to the prochiral or chiral centers are spatially or electronically similar. For examples, dialkyl (sp3 vs. sp3), diaryl (sp2 vs. sp2), and aryl-alkenyl (sp2 vs. sp2) alcohols are difficult to produce with high enantioselectivities. By exploiting our recently developed Ru-catalysts of minimal stereogenicity, we reported herein a highly efficient kinetic resolution of aryl-alkenyl alcohols through hydrogen transfer. This method enabled such versatile chiral building blocks for organic synthesis as allylic alcohols, to be readily accessed with excellent enantiomeric excesses at practically useful conversions.

scholarly journals Iridium-catalysed asymmetric hydrogenation of allylic alcohols via dynamic kinetic resolution

2018 ◽  
Vol 1 (6) ◽  
pp. 438-443 ◽  
Author(s):  
Jianguo Liu ◽  
Suppachai Krajangsri ◽  
Jianping Yang ◽  
Jia-Qi Li ◽  
Pher G. Andersson
Keyword(s):  
Kinetic Resolution ◽  
Asymmetric Hydrogenation ◽  
Allylic Alcohols ◽  
Dynamic Kinetic Resolution

Recent studies on asymmetric hydrogenation. New catalysts and synthetic applications in organic synthesis

2002 ◽  
Vol 74 (1) ◽  
pp. 77-83 ◽  
Author(s):  
Jean Pierre Genet
Keyword(s):  
Organic Synthesis ◽  
Kinetic Resolution ◽  
Ruthenium Complex ◽  
Asymmetric Hydrogenation ◽  
Starting Material ◽  
Dynamic Kinetic Resolution ◽  
Facile Synthesis ◽  
Wide Range ◽  
Chiral Phosphines ◽  
Optically Pure

CODRu(h3methylallyl)2 is a versatile starting material for the preparation of a wide range of chiral bisphosphines ruthenium(II) complexes: (P*P)Ru(h3methylallyl)2 2, Ru[X4(P*P)2] 3, and cationic monohydride ruthenium complex 4. A facile synthesis of new C2 electron-rich chiral phosphines, bis(phosphetano)benzene 8 and 1,1¢bis(phosphetano)ferrocene 10 is presented. Dynamic kinetic resolution was used for efficient syntheses of key components of the hexahydroazepane core 16 of balanol and of optically pure Boc-(2S,3R,3S)-iso-dolaproïne 19. Catalyst 4 was used in asymmetric hydrogenation of 22 to give (+)-cis-methyl dihydrojasmonate in high enantioselectivity.

scholarly journals Engineering the Interface between Inorganic Nanoparticles and Biological Systems through Ligand Design

Nanomaterials ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 1001
Author(s):  
Rui Huang ◽  
David C. Luther ◽  
Xianzhi Zhang ◽  
Aarohi Gupta ◽  
Samantha A. Tufts ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Molecular Design ◽  
Biological Systems ◽  
Ligand Design ◽  
Inorganic Nanoparticles ◽  
Organic Ligands ◽  
Biological Applications ◽  
Wide Range ◽  
Insight Into

Nanoparticles (NPs) provide multipurpose platforms for a wide range of biological applications. These applications are enabled through molecular design of surface coverages, modulating NP interactions with biosystems. In this review, we highlight approaches to functionalize nanoparticles with ”small” organic ligands (Mw < 1000), providing insight into how organic synthesis can be used to engineer NPs for nanobiology and nanomedicine.

scholarly journals Asymmetric Hydrogenation of Allylic Alcohols Using Ir–N,P-Complexes

ACS Catalysis ◽  
2016 ◽  
Vol 6 (12) ◽  
pp. 8342-8349 ◽  
Author(s):  
Jia-Qi Li ◽  
Jianguo Liu ◽  
Suppachai Krajangsri ◽  
Napasawan Chumnanvej ◽  
Thishana Singh ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Allylic Alcohols

scholarly journals Chemoenzymatic Dynamic Kinetic Resolution of Allylic Alcohols: A Highly Enantioselective Route to Acyloin Acetates.

ChemInform ◽  
2007 ◽  
Vol 38 (52) ◽  
Author(s):  
Krisztian Bogar ◽  
Pilar Hoyos Vidal ◽  
Andres R. Alcantara Leon ◽  
Jan-E. Baeckvall
Keyword(s):  
Kinetic Resolution ◽  
Allylic Alcohols ◽  
Dynamic Kinetic Resolution
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