70960-88-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 2612-42-2 (dibromomethyl)trimethylsilane 
• 2117-28-4 bis(trimethylsilyl)methane 
• 3739-98-8 triphenyl(trimethylsilylmethyl)phosphonium iodide 
• 53963-34-1 (E)-3-phenyl-1-[bis(ethylthio)]prop-2-ene 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 120764-59-2 (1E,3E)-4-phenylthio-1-trimethylsilyl-1,3-butadiene 
• 92509-53-0 (E)-trimethyl(4-phenylbut-1-en-3-yn-1-yl)silane 
• 42599-24-6 E-styryl iodide 
• 754-05-2 ethenyltrimethylsilane 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 591-50-4 iodobenzene 
• 22430-47-3 (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene 
• 369-57-3 benzenediazonium tetrafluoroborate 

Downstream Products

• 13466-40-5 (2E, 4E)-5-phenylpenta-2,4-dienal 
• 67229-92-9 (((1E,3E)-4-phenylbuta-1,3-dien-1-yl)sulfonyl)benzene 
• 155455-29-1 (6Z,8E)-6-bromo-5-phenyl-9-(trimethylsilyl)-4-oxanona-1,6,8-triene 
• 1190597-81-9 C₁₄H₁₆O₃ 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 29179-25-7 cinnamylideneacetophenone 
• 4173-44-8 (E,E)-6-phenyl-3,5-hexadien-2-one 
• 75391-05-8 (4E,6E)-7-phenylhepta-4,6-dien-3-one 
• 188802-38-2 ((1E,3E)-4-bromobuta-1,3-dienyl)benzene 
• 19222-50-5 1,8-diphenyl-1,3,5,7-octatetraene 

Relevant academic research and scientific papers

Aza-peterson olefinations: Rapid synthesis of (E)-alkenes

An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyltrimethylsilane is described. Silanes can be deprotonated using Schlosser's base and added to N -phenyl imines or ketones to directly give the desired products in high yields.

Ligand-Free Iron-Catalyzed Carbon(sp2)-Carbon(sp2) Cross-Coupling of Alkenyllithium with Vinyl Halides

An efficient ligand-free iron-catalyzed cross-coupling reaction involving alkenyllithium and vinyl iodides was developed to form diene species in moderate to good yields. This new iron-catalyzed cross-coupling reaction provides a mild, inexpensive, and environmentally friendly avenue toward synthesis of diversified diene derivatives.

Ruthenium-Catalyzed Silylation of 1,3-Butadienes with Vinylsilanes

A novel method for the synthesis of 1-silyl-substituted 1,3-butadienes, based on [RuHCl(CO)(PCy3)2]-catalyzed silylative coupling of terminal (E)-1,3-dienes with vinylsilanes, is reported. The reaction provides a facile and straightf

A synthesis of (1 E,3 E)-TMS dienes from keto-xanthates via Chugaev-type elimination

An efficient route leading to exclusively (1E,3E)-TMS dienes is described. Radical xanthate addition of keto-xanthates to vinyltrimethylsilane followed by one-pot Chugaev elimination/cyclization and in situ oxidation with m-CPBA afforded the corresponding TMS 2-sulfolenes. Isomerization to 3-sulfolenes by the action of DBU with the extrusion of sulfur dioxide in refluxing toluene gave the titled (1E,3E)-TMS dienes.

Heck coupling with nonactivated alkenyl tosylates and phosphates: Examples of effective 1,2-migrations of the alkenyl palladium(II) intermediates

(Chemical Equation Presented) What the Heck! A catalytic system composed of a Pd complex with a basic, hindered alkyl phosphine ligand is capable of promoting Heck coupling of nonactivated vinyl tosylates and phosphates with electron-deficient olefins. An unexpected 1,2-migration of the alkenyl Pd II intermediates (see Scheme) leads to the isomerized Heck coupling product.

Regioselective alkylation and olefination of allylic carbanion stabilized by two different heteroatoms: Phosphorus and silicon

Treatment of allylphosphonate with LiHMDS, followed by successive addition of chlorotrimethylsilane and carbonyl reagent, afforded dienylsilanes in good yields. 3-Substituted dienylsilanes were obtained by alkylation and olefination of allylic carbanion of 3-trimethylsilylallylphosphonates.

Highly Regio- and Enantioselective Monoepoxidation of Conjugated Dienes

This paper describes a highly effective and mild asymmetric monoepoxidation method for conjugated dienes using a fructose-derived chiral ketone 1 as catalyst and Oxone as oxidant. The regioselectivies and enantioslectivies are very high in most cases. For unsymmetrical dienes, the regioselectivity can be regulated by using steric and electronic control. The olefin substrates include trans-disubstituted and trisubstituted olefins that can bear a wide range of functional groups such as hydroxyl groups, TBS ethers, or esters. The enantiomeric excesses for the major monoepoxides range from 89% to 97%. The epoxidation is believed to proceed via a spiro mode.

Preparation of silyl-substituted dizinciomethanes and their reactions with electrophiles

Silyl-substituted bis(bromozincio)methanes (RMe2Si-CH(ZnBr)2; R = Me, Ph, and p-MeO-C6H4), prepared from the corresponding dibromides by Pb catalyzed reaction with zinc, reacted stepwise with two different electrophiles, R1X and E+, yielding R1- CH(SiMe2R)-E.

Alkylidenation of carbonyl compounds with gem-dizincioalkanes mediated with titanium dichloride

Olefination of carbonyl compounds with gem-dizincio-alkanes, bis(iodozincio)methane, 1,1-bis(iodozincio)ethane, and bis(bromozincio)methyltrimethylsilane, afforded the corresponding olefins in good to excellent yields.