Journal ArticleDOI
Palladium/Me3SiOTf-Catalyzed bis-silylation of α, β-unsaturated carbonyl compounds without involving oxidative addition of disilane
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TLDR
In the presence of a catalytic amount of Me(3)SiOTf and palladium(0), the addition of disilane to alpha, β-unsaturated carbonyl compounds proceeds under very mild conditions via eta(3)-siloxyallylpalladium generated by the reaction of enone, enal, or aromatic aldehyde with palladium.Abstract:
In the presence of a catalytic amount of Me(3)SiOTf and palladium(0), the addition of disilane to alpha,beta-unsaturated carbonyl compounds proceeds under very mild conditions via eta(3)-siloxyallylpalladium generated by the reaction of enone, enal, or aromatic aldehyde with palladium and Me(3)SiOTf.read more
Citations
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Journal ArticleDOI
A Dramatic Effect of Lewis-Acid Catalysts on Nickel-Catalyzed Carbocyanation of Alkynes
TL;DR: In this paper, the first examples of alkenyl-and alkylcyanation of alkynes have been achieved by the nickel−Lewis acid dual catalyst, which achieved a single-step preparation of the synthetic intermediate of P-3622, a squalene synthetase inhibitor.
Journal ArticleDOI
Enantioselective Conjugate Silyl Additions to Cyclic and Acyclic Unsaturated Carbonyls Catalyzed by Cu Complexes of Chiral N-Heterocyclic Carbenes
Kang-sang Lee,Amir H. Hoveyda +1 more
TL;DR: The special utility of the present protocol, in comparison with the related catalytic enantioselective aldol and boronate conjugate additions, is discussed and illustrated through various functionalizations of the enantiomerically enriched beta-silylcarbonyls.
Journal ArticleDOI
Catalytic enantioselective diboration, disilation and silaboration: new opportunities for asymmetric synthesis
Heather E. Burks,James P. Morken +1 more
TL;DR: This article summarizes recent developments in the area of catalytic enantioselective reactions of unsaturated organic substrates with diboron, silylboron, and disilane reagents to offer new strategies in asymmetric organic synthesis.
Journal ArticleDOI
Enantioselective formal hydration of α,β-unsaturated acceptors: asymmetric conjugate addition of silicon and boron nucleophiles.
TL;DR: A concise introduction of existing protocols for stereoselective 1,4-addition of oxygen nucleophiles is followed by a comprehensive summary of the recent rapid advances in transition metal-catalysed (and metal-free) asymmetric conjugate transfer of nucleophilic silicon and boron onto α,β-unsaturated acceptors.
Journal ArticleDOI
Nickel/Lewis Acid-Catalyzed Cyanoesterification and Cyanocarbamoylation of Alkynes
Yasuhiro Hirata,Akira Yada,Eiji Morita,Yoshiaki Nakao,Tamejiro Hiyama,Masato Ohashi,Sensuke Ogoshi +6 more
TL;DR: Cyanoformates and cyanoformamides are found to add across alkynes by nickel/Lewis acid (LA) cooperative catalysis to give beta-cyano-substituted acrylates and acrylamides, respectively, in highly stereoselective and regioselectives manners.
References
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BookDOI
Activation of Unreactive Bonds and Organic Synthesis
Shinji Murai,H. Alper,Robert A. Gossage,V. V. Grushin,M. Hidai,Y. Ito,William D. Jones,Fumitoshi Kakiuchi,G. van Koten,Y.-S. Lin,Y. Mizobe,Shunji Murai,Masahiro Murakami,Thomas G. Richmond,A. Sen,Michinori Suginome,A. Yamamoto +16 more
Journal ArticleDOI
Fluorinated polysilanes. Palladium catalyzed 1,4-addition of fluorodisilanes to conjugated diene and enone systems
TL;DR: In the presence of palladium complexes as catalysts, fluorinated disilanes add to 1,3-dienes, metehyl vinyl ketone and p -benzoquinone to give mainly 1,4-addition products as mentioned in this paper.
Journal ArticleDOI
The chemistry of octamethyl-1,2-disilacyclobutane. Some SiSi cleavage and insertion reactions
TL;DR: In the presence of (Ph 3 P) 2 PdCl 2, various acetylenes, conjugated dienes and allene insert into the SiSi bond of disilacyclobutane as discussed by the authors.
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