163811-53-8

Basic information

• Product Name: Silane, [[(2E)-1-methylene-3-phenyl-2-propenyl]oxy]tris(1-methylethyl)-
• CAS NO: 163811-53-8
• Molecular Formula: C19H30OSi
• Molecular Weight: 302.532
• Mol File: 163811-53-8.mol

Chemical Properties

• CAS DataBase Reference: Silane, [[(2E)-1-methylene-3-phenyl-2-propenyl]oxy]tris(1-methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [[(2E)-1-methylene-3-phenyl-2-propenyl]oxy]tris(1-methylethyl)-(163811-53-8)
• EPA Substance Registry System: Silane, [[(2E)-1-methylene-3-phenyl-2-propenyl]oxy]tris(1-methylethyl)-(163811-53-8)

Safety Data

• Hazardous Substances Data: 163811-53-8(Hazardous Substances Data)

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 1896-62-4 (E)-benzalacetone 

Relevant articles and documents

Asymmetric Synthesis of Tetrahydropyridines via a Bronsted Acid Catalyzed Aza-Diels-Alder Reaction

The asymmetric synthesis of tetrahydropyridines employing a normal electron-demanding aza-Diels-Alder reaction has been developed. The [4+2] cycloaddition of ethyl glyoxylate imine with aryl-substituted 2-silyloxy-1,3-butadienes is catalyzed by 5 mol% of a BINOL-derived phosphoric acid and in general leads to good yields and ee values with good to excellent diastereoselectivities. The cycloadducts can be further converted into the corresponding piperidinones, which are important pipecolic acid derivatives.

Synthesis of (Carbo)nucleoside analogues by [3+2] annulation of aminocyclopropanes

(Carbo)nucleoside derivatives constitute an important class of pharmaceuticals, yet there are only few convergent methods to access new analogues. Here, we report the first synthesis of thymine-, uracil-, and 5-fluorouracil-substituted diester donor-acceptor cyclopropanes and their use in the indium- and tin-catalyzed [3+2] annulations with aldehydes, ketones, and enol ethers. The obtained diester products could be easily decarboxylated and reduced to the corresponding alcohols. The method gives access to a broad range of new (carbo)nucleoside analogues in only four or five steps and will be highly useful for the synthesis of libraries of bioactive compounds.

Regio- and stereoselective nickel-catalyzed homoallylation of aldehydes with 1,3-dienes

Ni(acac)2 catalyzes homoallylation of aldehydes with 1,3-dienes in the presence of triethylborane. Triethylborane serves as a reducing agent delivering a formal hydride to the C2 position of 1,3-dienes, thus generating a formal homoallyl anion species and enabling the novel homoallylation of aldehydes. The reaction proceeds smoothly at room temperature in the absence of any phosphane or nitrogen ligands and is highly regioselective and stereoselective for a wide variety combination of aldehydes and 1,3-dienes: e.g., isoprene and benzaldehyde combine to give a mixture of anti- and syn-1-phenyl-3-methyl-4-penten-1-ol (2.2) in a ratio of 15:1 in 90% yield. Under the conditions, sterically congested aliphatic aldehydes and ketones show low yields. In such cases, diethylzinc serves as a substitute for triethylborane and yields the expected products in good yields with similarly high regio- and stereoselectivity. 1,3-Cyclohexadiene is one exception among 24 kinds of dienes examined and undergoes allylation (not homoallylation) selectively.

Diastereoselektive sequentielle Umsetzung von Benzothiopyrylium-Salzen zu anellierten Benzothiopyranonen

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