535994-47-9

Upstream product

• 43019-63-2 3-(phenyldimethylsilyl)prop-2-yn-1-ol 
• 124-63-0 methanesulfonyl chloride 
• 768-33-2 phenyldimethylsilyl chloride 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 862735-92-0 dimethyl(phenyl)(3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-yn-1-yl)silane 

Downstream Products

• 535994-33-3 1-(dimethylphenylsilanyl)-1-propylallene 
• 252639-93-3 (buta-2,3-dien-2-yl)dimethyl(phenyl)silane 
• 1248342-92-8 dimethyl(penta-1,2-dien-3-yl)(phenyl)silane 
• 170469-12-2 dimethylphenyl(hepta-1,2-dien-3-yl)silane 
• 1443202-22-9 dimethyl[2-methyl-1-(phenanthren-9-yl)prop-1-enyl]phenylsilane 
• 1443202-11-6 dimethyl(4-methylpenta-1,2-dien-3-yl)(phenyl)silane 

Relevant academic research and scientific papers

Access to Stereodefined (E)-2-Silylallylboronates via Regioselective Chloroboration of Allenylsilanes

A catalyst-free method for the highly regioselective chloroboration of allenylsilanes is described. In the presence of BCl3 and 2,6-lutidine, chloroboration of allenylsilanes proceeds smoothly without any catalyst, and the product could be treated with pinacol to afford the corresponding pinacol borates in one-pot reaction. This reaction provides a direct approach to construct valuable 2-silylallylboronate frameworks with operational simplicity and high atom-economy.

Direct Access to Allenylphosphine Oxides via a Metal Free Coupling of Propargylic Substrates with P(O)H Compounds

A direct and convenient approach for the coupling of propargylic substrates with diphenylphosphine oxide in the presence of Tf2O and 2,6-lutidine has been developed. The method provides a general approach for the construction of attractive allenylphosphoryl skeletons with high atom and step economy under metal free conditions.

Silicon-induced phenanthrene formation from benzynes and allenylsilanes

Now directly feasible: The silicon atom in allenylsilanes enabled their reaction with two equivalents of benzynes to generate (α-phenanthrenyl) vinylsilanes in good to excellent yields through an unprecedented [2+2+2] pathway (see scheme). Copyright

Stereoselective C-glycosidations with achiral and enantioenriched allenylsilanes

Allenylsilanes are used as carbon nucleophiles in highly stereoselective Lewis acid-promoted C-glycosidations, resulting in the introduction of an internal alkyne with an adjacent stereocenter. Both achiral and chiral allenylsilanes form the desired products with high diastereoselectivity, where the nucleophile adds exclusively to the α-face of the intermediate oxonium ion. Reactions with glucal and galactal afford dihydropyran products, while reactions with a ribose derivative yield dihydrofuran products.

Enantio- and diastereoselective synthesis of cyclic β-hydroxy allylsilanes via sequential aldehyde γ-silylallylboration and ring-closing metathesis reactions

(Matrix presented) Highly enantioenriched cyclic allylsilanes are prepared via stereoselective γ-silylallylboration reactions of β- or γ-unsaturated aldehydes followed by ring-closing metathesis.