719992-93-5

Upstream product

• 768-33-2 phenyldimethylsilyl chloride 
• 107-02-8 acrolein 
• 107-18-6 allyl alcohol 

Downstream Products

• 889654-22-2 {[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-dimethyl-silanyl}-benzene 
• 1233923-69-7 acetic acid (S)-1-(dimethylphenylsilyl)prop-2-enyl ester 
• 137122-58-8 (R)-1-(dimethylphenylsilyl)-2-propen-1-ol 
• 127541-72-4 acetic acid 1-(dimethylphenylsilyl)prop-2-enyl ester 
• 137122-57-7 1-[dimethyl(phenyl)silyl]prop-2-en-1-one 

Relevant academic research and scientific papers

α-β Unsaturated Acylsilanes as Surrogates of Acrolein for Morita–Baylis–Hillman Reactions

α-β-unsaturated acylsilanes are excellent substrates for Morita–Baylis–Hillman (MBH) reactions, affording the expected adducts in good to excellent yields. In these derivatives, as well as the corresponding acetates, the acylsilanes can be smoothly transf

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

Stereoconvergent [1,2]- and [1,4]-wittig rearrangements of 2-silyl-6-aryl-5,6-dihydropyrans: A tale of steric Vs electronic regiocontrol of divergent pathways

The regiodivergent ring contraction of diastereomeric 2-silyl-5,6-dihydro-6-aryl-(2H)-pyrans via [1,2]- and [1,4]-Wittig rearrangements to the corresponding α-silylcyclopentenols or (α-cyclopropyl)acylsilanes favor the [1,4]-pathway by ortho and para directing groups in the aromatic appendage and/or by sterically demanding silyl groups. The [1,2]-pathway is dominant with meta directing or electron-poor aromatic moieties. Exclusive [1,2]-Wittig rearrangements are observed when olefin substituents proximal to the silyl are present. cis and trans diastereomers exhibit different reactivities, but converge to a single [1,2]- or [1,4]-Wittig product with high diastereoselectivity and yield.

Divergent Functionalization of Indoles with Acryloyl Silanes via Rhodium-Catalyzed C-H Activation

(Chemical Equation Presented) A protocol enabled by rhodium-catalyzed C-H functionalization of indoles with acryloyl silanes was developed, providing a convenient and highly effective method for the synthesis of functionalized acylsilane derivatives. By tuning the reaction condition, this C-H-activation-initiated reaction proceeds divergently with acryloyl silianes to selectively afford alkylation or alkenylation products via hydroarylation or oxidative cross-coupling, respectively. The mild reaction conditions employed in both cases enable the tolerance of a wide scope of functionalities as well as high reaction efficiency. Furthermore, polycyclic indole derivatives were easily accessed from 2-alkenylation products through a visible-light-induced reaction cascade.

Enzymatic kinetic resolution of α-hydroxysilanes

The enzymatic kinetic resolution of α-hydroxysilanes where the silicon bears a variety of substituents has been explored. Reactions were performed on various α-hydroxysilanes with several commercially available enzymes, solvents, acetylation reagents, and temperatures. The resulting optically active α-hydroxysilanes and their corresponding acetates were obtained in varying yields and ees.

Stereoselective synthesis of highly substituted γ-lactams by the [3+2] annulation of α-siloxy allylic silanes with chlorosulfonyl isocyanate

A stereoselective synthesis of γ-lactams by the [3+2] annulation of α-siloxy allylic silanes with N-chlorosulfonyl isocyanate (CISO 2NCO) was developed. The use of these allylic silanes allowed for further diastereoselective substitution of the