199125-52-5

Upstream product

• 7103-09-5 4-but-1-enylmagnesium bromide 
• 120205-96-1 (S)-2-(dibenzylamino)propanal 
• 941715-43-1 (S)-2-(dibenzylamino)-6-hepten-3-one 
• 3052-45-7 allyllithium 
• 127927-41-7 (1R)-[1'(S)-(dibenzylamino)ethyl]oxirane 
• 75-11-6 diiodomethane 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 941715-43-1 (S)-2-(dibenzylamino)-6-hepten-3-one 
• 941715-44-2 (2S,3R)-2-(dibenzylamino)-6-hepten-3-yl acetate 
• 910124-42-4 (2S,3S)-2-(dibenzylamino)hept-6-en-3-ol 
• 941715-56-6 (2S,3S)-2-(dibenzylamino)-6-oxooctadec-3-yl acetate 
• 941715-49-7 (2S,3S)-2-(dibenzylamino)-6-oxohex-3-yl acetate 
• 941715-48-6 (2S,3R)-2-(dibenzylamino)-6-oxohex-3-yl acetate 
• 941715-47-5 (2S,3S)-2-(dibenzylamino)-6-hepten-3-yl acetate 

Relevant academic research and scientific papers

Synthesis of enantioenriched 2- and 2,6-substituted piperidin-3-ols from α-dibenzylamino aldehydes

Homochiral α-dibenzylamino aldehydes react with 4-butenylmagnesium bromide in diethyl ether at 0°C to yield anti-β-amino alcohols in excellent yield and dr. These anti diastereoisomers were transformed into enantioenriched 2- and 2,6-substituted 3-piperid

Synthesis of enantiopure (αS,βS)- or (αR,βS)-β- amino alcohols by complete regioselective opening of aminoepoxides by organolithium reagents LiAlH4 or LiAlD4

The reaction of chiral (2R,1′S)- or (2S,1′S)-2-(1-aminoalkyl) epoxides, 1 or 2 with a variety of organolithium compounds to obtain the corresponding (αS,βS)- or (αR,βS)-β-amino alcohols in enantiopure form is reported. In both cases, the opening of the ox

Iodomethylation of Chiral α-Amino Aldehydes by Means of Samarium/Diiodomethane. Application to the Synthesis of Various Enantiomerically Pure Compounds

Chiral iodohydrins 2 have been obtained from α-amino aldehydes 1 and Sm/CH2I2. Treatment of compound 2 with acetic anhydride, NaH, or AgBF4 affords, with high diastereoselectivity, O-protected 3-(dibenzylamino)-1-iodoalkan-2-ol 3, amino epoxides 4, or azetidinium salts 5, respectively. The synthesis of enantiomerically pure allylamines 6 is also described by metallation of 3 with zinc. The reaction of α-amino aldehydes 1 with Sm/CH2I2 and further treatment with organocuprates affords chiral amino alcohols 7 in a one-pot process.