Intramolecular Allylic Alkylation by Iridium Catalysis

We report a Ni(0)-catalyzed cross coupling reaction between simple ketones and 1,3-dienes. A variety of a-allylic alkylation products were formed in an 1,2-addition manner with excellent regioselectivity. Water was found to significantly accelerate this transformation. A HO-Ni-H species generated from oxidative addition of Ni(0) to H2O is proposed to play a “dual role” in activating both the ketone and the diene substrate.

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Thioether-Facilitated Iridium-Catalyzed Hydrosilylation of Steric 1,1-Disubstituted Olefins

10.26434/chemrxiv.9859103.v1 ◽

2019 ◽

Author(s):

Shengtao Ding

Keyword(s):

Side Chains ◽

Feasible Method ◽

Iridium Catalysis ◽

Efficient Strategy ◽

Terminal Alkenes ◽

And Control ◽

Sulfur Containing ◽

Organosilicon Polymers

One facile and efficient strategy for the hydrosilylation of steric 1,1-disubstituted terminal alkenes is demonstrated. Investigations on substrate scope and control experiments revealed the necessity of thioether in promoting this process under a simple iridium catalysis system. This convenient and feasible method is expected to be useful in the synthesis of sulfur-containing organosilicon polymers with different side-chains.

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Novel Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation/ Asymmetric Tsuji-Trost Reaction: A Review

Current Organic Chemistry ◽

10.2174/1385272823666190624145039 ◽

2019 ◽

Vol 23 (11) ◽

pp. 1168-1213 ◽

Cited By ~ 4

Author(s):

Samar Noreen ◽

Ameer Fawad Zahoor ◽

Sajjad Ahmad ◽

Irum Shahzadi ◽

Ali Irfan ◽

...

Keyword(s):

Asymmetric Catalysis ◽

Enantioselective Synthesis ◽

Chiral Ligands ◽

Allylic Alkylation ◽

Research Groups ◽

Asymmetric Allylic Alkylation ◽

Catalytic Potential ◽

Long Time ◽

Palladium Catalyzed ◽

Alkylation Reactions

Background: Asymmetric catalysis holds a prestigious role in organic syntheses since a long time and chiral inductors such as ligands have been used to achieve the utmost desired results at this pitch. The asymmetric version of Tsuji-Trost allylation has played a crucial role in enantioselective synthesis. Various chiral ligands have been known for Pdcatalyzed Asymmetric Allylic Alkylation (AAA) reactions and exhibited excellent catalytic potential. The use of chiral ligands as asymmetric inductors has widened the scope of Tsuji-Trost allylic alkylation reactions. Conclusion: Therefore, in this review article, a variety of chiral inductors or ligands have been focused for palladium catalyzed asymmetric allylic alkylation (Tsuji-Trost allylation) and in this regard, recently reported literature (2013-2017) has been described. The use of ligands causes the induction of enantiodiscrimination to the allylated products, therefore, the syntheses of various kinds of ligands have been targeted by many research groups to employ in Pd-catalyzed AAA reactions.

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