One-pot stereoselective synthesis of perfluoroalkylated (E )-allylic alcohols mediated by Ti(OPri)4 and Ph3P 1

1999 ◽  
pp. 1759-1764 ◽  
Author(s):  
Yanchang Shen ◽  
Yuming Zhang ◽  
Yuefen Zhou
Keyword(s):  
Stereoselective Synthesis ◽  
Allylic Alcohols ◽  
One Pot

scholarly journals Progress on the Stereoselective Synthesis of Chiral Molecules Based on Metal-Catalyzed Dynamic Kinetic Resolution of Alcohols with Lipases

Symmetry ◽  
2021 ◽  
Vol 13 (9) ◽  
pp. 1744
Author(s):  
Raffaella Ferraccioli
Keyword(s):  
Kinetic Resolution ◽  
Stereoselective Synthesis ◽  
Cascade Reactions ◽  
Allylic Alcohols ◽  
Chiral Molecules ◽  
Dynamic Kinetic Resolution ◽  
Multiple Bonds ◽  
One Pot ◽  
Synthetic Utility ◽  
Metal Catalyzed

Metal/lipase-combo catalyzed dynamic kinetic resolution (DKR) of racemic chiral alcohols is a general and practical process to obtain the corresponding enantiopure esters R with quantitative conversion. The use of known Ru-catalysts as well as newly developed homogeneous and heterogeneous metal catalysts (Fe, V) contributed to make the DKR process more sustainable and to expand the substrate scope of the reaction. In addition to classical substrates, challenging allylic alcohols, tertiary alcohols, C1-and C2-symmetric biaryl diols turned out to be competent substrates. Synthetic utility further emerged from the integration of this methodology into cascade reactions leading to linear/cyclic chiral molecules with high ee through the formation of multiple bonds, in a one-pot procedure.

scholarly journals Multi-Catalytic Approach to One-Pot Stereoselective Synthesis of Secondary Benzylic Alcohols

2021 ◽  
Author(s):  
Alessandra Casnati ◽  
Dawid Lichosyt ◽  
Bruno Lainer ◽  
Lukas Veth ◽  
Pawel Dydio
Keyword(s):  
Stereoselective Synthesis ◽  
Value Added ◽  
Cross Reactivity ◽  
Transition Metal Catalysts ◽  
Allylic Alcohols ◽  
One Pot ◽  
Benzylic Alcohols ◽  
Material Efficiency ◽  
The One ◽  
High Stereoselectivity

One-pot multi-step procedures bear the potential to rapidly build up molecular complexity while avoiding the wasteful and costly isolations and purifications of consecutive intermediates. Here we report multi-catalytic protocols that convert alkenes, unsaturated aliphatic alcohols, and aryl boronic acids into secondary benzylic alcohols with high stereoselectivities under sequential catalysis that integrates alkene cross-metathesis, isomerization, and nucleophilic addition. Because each transformation of the sequence is executed by an independent catalyst, without any catalytic cross-reactivity, allylic alcohols bearing a prochiral double bond can be converted to any stereoisomer of the product with high stereoselectivity (>98:2 er and >20:1 dr). Overall, with the aid of up to four catalysts operating in a single vessel, the protocols directly convert simple starting materials into a range of value-added products with high stereocontrol and excellent material efficiency, demonstrating both the efficacy and the advantages of the one-pot synthesis employing multiple transition-metal catalysts.

scholarly journals Multi-Catalytic Approach to One-Pot Stereoselective Synthesis of Secondary Benzylic Alcohols

2021 ◽  
Author(s):  
Alessandra Casnati ◽  
Dawid Lichosyt ◽  
Bruno Lainer ◽  
Lukas Veth ◽  
Pawel Dydio
Keyword(s):  
Stereoselective Synthesis ◽  
Value Added ◽  
Cross Reactivity ◽  
Transition Metal Catalysts ◽  
Allylic Alcohols ◽  
One Pot ◽  
Benzylic Alcohols ◽  
Material Efficiency ◽  
The One ◽  
High Stereoselectivity

One-pot multi-step procedures bear the potential to rapidly build up molecular complexity while avoiding the wasteful and costly isolations and purifications of consecutive intermediates. Here we report multi-catalytic protocols that convert alkenes, unsaturated aliphatic alcohols, and aryl boronic acids into secondary benzylic alcohols with high stereoselectivities under sequential catalysis that integrates alkene cross-metathesis, isomerization, and nucleophilic addition. Because each transformation of the sequence is executed by an independent catalyst, without any catalytic cross-reactivity, allylic alcohols bearing a prochiral double bond can be converted to any stereoisomer of the product with high stereoselectivity (>98:2 er and >20:1 dr). Overall, with the aid of up to four catalysts operating in a single vessel, the protocols directly convert simple starting materials into a range of value-added products with high stereocontrol and excellent material efficiency, demonstrating both the efficacy and the advantages of the one-pot synthesis employing multiple transition-metal catalysts.

Reversal of Polarity by Catalytic SET Oxidation: Synthesis of Azabicyclo[m.n.o]alkanes via Chemoselective Reduction of Amidines

2021 ◽  
Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das
Keyword(s):  
Electron Transfer ◽  
Stereoselective Synthesis ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Catalytic Method ◽  
One Pot ◽  
Oxidative System ◽  
Oxidation Synthesis

A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...

scholarly journals Stereoselective synthesis of spirocyclic pyrrolidines/pyrrolizidines/pyrrolothiazolidines using l-proline functionalized manganese ferrite nanorods as a novel heterogeneous catalyst

RSC Advances ◽  
2021 ◽  
Vol 11 (24) ◽  
pp. 14755-14768
Author(s):  
Malihe Akhavan ◽  
Ahmadreza Bekhradnia
Keyword(s):  
Heterogeneous Catalyst ◽  
Stereoselective Synthesis ◽  
Manganese Ferrite ◽  
One Pot ◽  
New Class

An efficient, green, one-pot, and three-component protocol has been reported for the stereoselective synthesis of a new class of spiro thiazolidines.

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