120943-79-5Relevant academic research and scientific papers
Lewis Acid-Assisted Photoinduced Intermolecular Coupling between Acylsilanes and Aldehydes: A Formal Cross Benzoin-Type Condensation
Ishida, Kento,Tobita, Fumiya,Kusama, Hiroyuki
, p. 543 - 546 (2018)
Intermolecular carbon–carbon bond-forming reaction between readily available acylsilanes and aldehydes was achieved under photoirradiation conditions with assistance of a catalytic amount of Lewis acid. Nucleophilic addition of photochemically generated s
Enantio-, Regio- and Chemoselective Copper-Catalyzed 1,2-Hydroborylation of Acylsilanes
Nagy, Audric,Collard, Laurent,Indukuri, Kiran,Leyssens, Tom,Riant, Olivier
, p. 8705 - 8708 (2019/06/13)
Enantioselective synthesis of synthetically significant (α-hydroxyallyl)silanes, (α-hydroxyaryl)silanes, and (α-hydroxyalkyl)silanes is reported. The present copper-catalyzed 1,2-selective hydroborylation of acylsilanes affords the aforementioned products
Stereoselective anti-SN2′ Mitsunobu reaction of α-hydroxy-α-alkenylsilanes
Higashino, Masato,Ikeda, Naoko,Shinada, Tetsuro,Sakaguchi, Kazuhiko,Ohfune, Yasufumi
supporting information; experimental part, p. 422 - 425 (2011/03/21)
A novel silyl group-directed anti-SN2′ reaction of allylic alcohols under Mitsunobu reaction conditions is described. The Mitsunobu reaction of α-hydroxy-α-alkenylsilanes with a TBS or TIPS group gave the anti-SN2′ product, in which regio- and stereochemical outcomes of the reaction depended on the steric bulkiness of the silyl group.
Application of (α-Phosphonoacyl)silane Reagents to the Synthesis of α,β-Unsaturated Acylsilanes
Nowick, James S.,Danheiser, Rick L.
, p. 2798 - 2802 (2007/10/02)
An efficient and convergent synthetic route to α,β-unsaturated acylsilanes has been developed based on the Horner-Wadsworth-Emmons reaction of (α-phosphonoacyl)silanes.The Arbuzov reaction of the (α-iodoacyl)silane 1c with trimethyl phosphite provides access to the phosphonate 2, which can be alkylated by treatment with potassium tert-butoxide and methyl iodide to afford 3.These (α-phosphonoacyl)silane reagents combine smoothly with a variety of aldehydes to furnish α,β-unsaturated acylsilanes 5-13 in good to excellent yield.
