139016-78-7

Upstream product

• 1631-83-0 diphenylsilyl chloride 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 775-12-2 diphenylsilane 

Downstream Products

• 727726-52-5 (2S)-3-[[(1R)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methylpropanoic acid 
• 727726-32-1 [(2S)-2-methyl-3-hydroxy-1-propyl][(1R)-1-(benzoylamino)-2-phenylethyl]diphenylsilane 
• 1277183-10-4 1-(3-hydroxy-2-methylpropyl)-2,2,2-trimethyl-1,1-diphenyldisilane 
• 1277183-07-9 (2S)-3-[[(1R)-1-(tert-butoxycarbonylamino)-3-methylpropyl]diphenylsilyl]-2-methylpropanoic acid 
• 1277183-03-5 [(2S)-2-methyl-3-hydroxy-1-propyl][(1R)-1-(tert-butoxycarbonylamino)-3-methylpropyl]diphenylsilane 
• 1277183-08-0 C₂₈H₃₇NO₂SSi 
• 1277183-06-8 (R)-N-{(1R)-1-[3-hydroxy-2-(2S)-methylpropan-1-yl]diphenylsilyl-3-methylpropyl}(4-methylphenyl)sulfinamide 
• 1277183-05-7 1-(3-hydroxy-2-methylpropyl)-2,2,2-trimethyl-1,1-diphenyldisilane 
• 1277183-02-4 (R)-N-{(1R)-1-[3-(methoxymethoxy)-2-(2S)-methylpropan-1-yl]diphenylsilyl-2-phenylethyl}(2-methylpropan-2-yl)sulfinamide 
• 1277183-01-3 (+)-(S)-1-(3-methoxymethoxy-2-methylpropyl)diphenylsilane 
• 1277183-00-2 fluoro(3-hydroxy-2-methylpropan-1-yl)diphenylsilane 
• 1277182-94-1 (+)-(S)-1-(3-methoxymethoxy-2-methylpropyl)-triphenylsilane 
• 139017-26-8 (+/-)-1-(3-hydroxy-2-methylpropyl)-triphenylsilane 
• 1277182-93-0 (+)-(S)-1-(3-hydroxy-2-methylpropyl)-triphenylsilane 

Relevant academic research and scientific papers

Sequential homogenous catalysis. Catalytic formation of allylic and β-keto silyl ethers from dihydrosilanes and the corresponding alcohols followed by intramolecular hydrosilation

The catalyst, [Rh(Ph2PCH2CH2PPh2)]+ engages in a consecutive catalytic sequence where allylic alcohols, β-keto alcohols and α,β-unsaturated aldehydes in the presence of dihydrosilanes are first converted to the corresponding monohydrosilyl ethers, which are then cyclized.

Reactions of silanes with allylic alcohols catalyzed by titanocene derivatives: an approach to catalytic cross dehydrocoupling/ co-intramolecular hydrosilation

A preliminary study of the dimethyltitanocene, 7, and rac-5-4,5,6,7-tetrahydroindenyl)>TiMe2, 8, catalyzed reactions of silanes with allylic and homoallylic alcohols is described.In the presence of catalysts 7 or 8, tertiary silanes bearing at least one phenyl group react with 2-methyl-but-1-ene-4-ol, 2a, to produce the 4-siloxy-2-methylbut-1-ene, 3a.Secondary silanes react with either 2a, or 2-methylpropen-3-ol, 2b, to give different product distributions depending on the catalyst type, concentration, and the substituents on the silicon atom.With high catalyst concentration and diphenylsilane, a redistribution reaction substantially converts the initially produced allyloxydiphenylsilane to bis(allyloxy)diphenylsilane.Low catalyst concentrations give primarily the intramolecular hydrosilation product.Under the same reaction conditions, phenylmethylsilane gives more intramolecular hydrosilation product than diphenylsilane does.Phenylsilane reacts with 2b, to give a polymeric product, 6b (R = Ph, R' = H), via intermolecular hydrosilation.Under the same conditions phenylsilane reacts with 2a to give primarily the hydrogenation product tris(3-methylbutoxy)phenylsilane, Sa (R = Ph, R' = -OCH2CH2CH(CH3)2), together with traces of oligosilane and intermolecular hydrosilation product 6a.Some possible reaction pathways, including the observed side reactions, are discussed.Keywords: Titanium; Silicon; Hydrosilation; Allylic; Titanocene; Alcohols

Asymmetric catalysis. Production of chiral diols by enantioselective catalytic intramolecular hydrosilation of olefins

Rhodium(I) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl ethers derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety of silyl and olefin substituents. The catalysts were found to tolerate a wide variety of silyl substituents, although terminal alkyl olefin substituents were found to retard catalysis. Terminal aryl olefin substituents were found to be hydrosilated efficiently and at reasonable rates. One of the chiral catalysts is highly enantioselective for terminal aryl olefin substituents. Almost quantitative ee's are obtained. Moreover, the ee's are only slightly sensitive to aryl and olefin substituents, suggesting that this enantioselective catalysis can provide a wide range of chiral species. Oxidative cleavage of the hydrosilation products gives chiral diols.