95527-15-4

Upstream product

• 57365-48-7 (Z)-oct-1-enyl(trimethyl)silane 
• 603-35-0 triphenylphosphine 
• 591-50-4 iodobenzene 
• 57365-47-6 (E)-1-(trimethylsilyl)-1-octene 
• 15719-55-8 trimethyl(oct-1-yn-1-yl)silane 
• 137156-28-6 (E)-1-trimethylsilyl-1-trimethylstannyl-1-octene 
• 603-36-1 triphenylantimony 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 938-81-8 N-nitrosoacetanilide 

Downstream Products

• 28665-60-3 (E)-1-phenyl-1-octene 

Relevant academic research and scientific papers

Aluminum-Catalyzed Selective Hydroboration of Alkenes and Alkynylsilanes

An efficient aluminum-catalyzed selective hydroboration of alkenes and alkynylsilanes is reported. A wide variety of alkenes and alkynylsilanes bearing various functional groups and heterocyclic substituents were converted to boronic ester products in goo

A facile stereoselective synthesis of (E)-α-silylvinylstannanes via hydromagnesiation of alkynylsilanes

(E)-α-Silylvinylstannanes have been synthesized by the hydromagnesiation reaction of alkynylsilanes, followed by the reaction with trialkylstannyl chlorides. (E)-α-Silylvinylstannanes can undergo the cross-coupling reaction with aryl iodides in the presence of a catalytic amounts of Pd(PPh3)4 and CuI to afford (Z)-1,2-disubstituted vinylsilanes in good yields.

Stereoselective synthesis of (E)-α-aryltellurenylvinylsilanes via hydromagnesiation reaction of alkynylsilanes

(E)-α-Aryltellurenylvinylsilanes have been synthesized stereoselectively via the hydromagnesiation of alkynylsilanes, followed by the reaction with aryltellurenyl iodides. (E)-α-Aryltellurenylvinylsilanes can undergo the cross coupling reaction with Grign

Alkynylsilanes as convenient precursors for the stereoselective synthesis of (E)-disubstituted alkenes

Hydromagnesiation of alkynylsilanes 1 gives (Z)-α-silylvinyl Grignard reagents 2, which are reacted with alkyl iodides or aryl iodides in the presence of Cul or Pd(PPh3)4 catalysts to afford (Z)-1,2-disubstituted vinylsilanes 3 in good yields. Intermediates 3 can undergo a desilylation reaction to give (E)-disubstituted alkenes 4 in high yields.

Stereospecific Arylation of Alkenylsilanes with Arylpalladium Acetates

Alkenyltrimethylsilanes ((E)- and (Z)-RCH=CHSiMe3: R = H, Ph, n-C6H13 and CH3OCH2) stereospecifically reacted at 40 deg C or room temperature with in situ generated phenylpalladium acetate to produce R(Ph)C=CSiMe3 and RCH=C(Ph)SiMe3 with inversion of their geometry.The arylation of CH2=CHSiMe3 with arylpalladium acetates gave (E)-ArCH=CHSiMe3 (Ar = XPH; X = H, 4-Me, 4-MeO, 4-Br, 4-I, 4-EtOCO, and 4-NO2) in good yields.

Reaction of Diazonium Salts with Transition Metals. Part 11. Palladium-catalyzed Aryldesilylation of Alkenylsilanes by Arenediazonium Salts

Under palladium(0) catalysis, both (E)- and (Z)-RCH=CHSiMe3(R=Rh, 4-MeC6H4, 4-NO2C6H4, n-C6H13, and MeOCH2) were easily aryldesilylated by ArN2X(Ar=Ph, 4-MeC6H4, 4-BrC6H4 and 4-NO2C6H4; X=BF4, PF6, and Cl) to give (E)-RCH=CHAr and RC(Ar)=CH2 as the main products at 25 deg C in acetonitrile. anti- and syn-1,2-Elimination of Pd(0) and Me3Si from the adducts, threo- and erythro-RCH(PdX)CHSiMe3, generated from ArPdX and (E) and (Z)-RCH=CHSiMe3, respectively, are proposed for the formation of (E)-RCH=CHAr from either isomer of RCH=CHSiMe3.

STEREOSPECIFIC PHENYLATION OF ALKENYLSILANES WITH PHENYLPALLADIUM ACETATE

(E)- and (Z)-RCH=CHSiMe3 (R= Ph, n-C6H13, CH3OCH2) reacted stereospecifically with Ph-Pd-OAc to give RCH=C(Ph)SiMe3 and R(Ph)C=CHSiMe3 with inversion of the starting geometry with respect to R and Me3Si groups.