646480-73-1

Upstream product

• 621-84-1 O-benzyl carbamate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 501-53-1 benzyl chloroformate 
• 147169-19-5 benzyl N-<1-((p-methylphenyl)sulfonyl)-cyclohexylmethyl>carbamate 
• 232598-56-0 benzyl (cyclohexyl(phenylsulfonyl)methyl)carbamate 
• 591-87-7 Allyl acetate 

Downstream Products

• 1245904-42-0 (E)-benzyl 1-cyclohexyl-5-(methoxycarbonyloxy)pent-3-enylcarbamate 

Relevant academic research and scientific papers

Nickel-catalyzed allylation of α-amido sulfones to form protected homoallylic amines

The allylation of stable, protected imine precursors, α-amido sulfones, with allylic acetates to form homoallylic amines is catalyzed by nickel under mild reducing conditions. Aliphatic and aryl imines are tolerated, as are substituted allylic acetates. I

HBF4·OEt2: An efficient fluorinated acid catalyst for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates

An efficient method for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates using catalytic amount of HBF4· OEt2 is described. The reaction proceeded smoothly to afford the corresponding N-homoallylic carbamates in good to high yields. Operationally simple and easily scalable features make this method more practical over existing methods. Use of HBF4·OEt2 as an acid catalyst also proves the catalytic activity of fluorinated acid catalyst in this important organic transformation.

HBF4·OEt2: An efficient fluorinated acid catalyst for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates

An efficient method for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates using catalytic amount of HBF4·OEt2is described. The reaction proceeded smoothly to afford the corresponding N-homoallylic carbamates in good to high yields. Operationally simple and easily scalable features make this method more practical over existing methods. Use of HBF4·OEt2as an acid catalyst also proves the catalytic activity of fluorinated acid catalyst in this important organic transformation.

Re2O7-catalyzed three-component synthesis of protected secondary and tertiary homoallylic amines

Three-component synthesis of protected secondary and "for the first time" tertiary homoallylic amines is achieved from carbonyl, carbamate, and allyltrimethylsilanes using a Re2O7-catalyst under mild and open flask conditions. Excellent chemoselectivities and diastereoselectivities were observed.

A mild and efficient tris(pentafluorophenyl)borane-catalyzed sakurai allylation of N-benzyloxycarbonylamino P-tolylsulfone with allyltrimethylsilane

Tris(pentafluorophenyl)borane, B(C6F5)3, was found to be an efficient catalyst for synthesis of N-Cbzhomoallylic amines using Sakurai allylation of N-benzyloxycarbonyl-amino p-tolylsulfones with allyltrimethylsilane.

Magnesium bistrifluoromethanesulfonimide catalysed three-component synthesis of protected homoallylic amines

A one-pot, three-component reaction of an aldehyde, benzyl carbamate and allyltrimethylsilane in the presence of 3 mol% of magnesium bistrifluoromethanesulfonimide at room temperature has been shown to afford the corresponding protected homoallylic amine in high yield.

Magnesium bistrifluoromethanesulfonimide catalyzed three-component synthesis of protected homoallylic amines

A mild and efficient procedure has been developed for the one-pot, three-component reaction of aldehydes, benzyl carbamate and allyltrimethylsilane in the presence of 3 mol % of magnesium bistrifluoromethanesulfonimide at room temperature to afford the corresponding protected homoallylic amines in high yields.

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxycarbonylamino p-tolylsulfones with allyltrimethylsilane: Synthesis of protected homoallylic amines

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxyloxycarbonylamino p-tolylsulfone with allyltrimethylsilane have been successfully developed to produce protected homoallylic amines.

Bismuth triflate-catalyzed addition of allylsilanes to N- alkoxycarbonylamino sulfones: Convenient access to 3-Cbz-protected cyclohexenylamines

Bismuth triflate was found to be an efficient catalyst in the Sakurai reaction of allyltrimethylsilanes with N-alkoxycarbonylamino sulfones. The reaction proceeded smoothly with a low catalyst loading of Bi(OTf) 3·4H2O (2-5 mol%) to afford the corresponding protected homoallylic amines in very good yields (up to 96%). A sequential allylation reaction followed by ring-closing metathesis delivers 6-8 membered 3-Cbz-protected cycloalkenylamines.

Gallium(III) chloride-catalyzed Sakurai reaction of α-amido sulfones with allyltrimethylsilane: Access to synthesis of 2,6-disubstituted piperidine alkaloid derivatives

The Sakurai reaction of N-alkoxycarbonylamino sulfones (α-amido sulfones) with allyltrimethylsilane in the presence of gallium(III) chloride (5 mol %) proceeded smoothly to afford the corresponding protected homoallylamines in high yields (82-96%). As an