86990-94-5

Upstream product

• 42134-55-4 3-cyclohexyl-2-propen-1-ol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 6048-09-5 3-cyclohexylacrylic acid ethyl ester 
• 142528-81-2 cis S-tert-Butyl 3-cyclohexyloxirane-2-carbothioate 

Downstream Products

• 118043-41-7 (2R*,3R*)-3-azido-3-cyclohexylpropane-1,2-diol diacetate 
• 118043-40-6 (1S,2R)-2-Azido-1-cyclohexyl-propane-1,3-diol 
• 116911-20-7 (2R*,3R*)-3-azido-3-cyclohexylpropane-1,2-diol 
• 137369-57-4 Methanesulfonic acid (2R,3R)-3-cyclohexyl-oxiranylmethyl ester 
• 445387-92-8 (2S*,3R*)-3-cyclohexyl-2,3-epoxypropanal 

Relevant academic research and scientific papers

Study on the stereochemical control of dihydroxylation of vinyl epoxides and their derivatives

The results obtained from a study on the stereochemical control in the dihydroxylation of the double bond of vinyl epoxides and their derivatives (bromo derivatives, azido derivatives and vinyl aziridines) are presented herein. A significant diastereosele

Lewis acid-mediated azidolysis of 2,3-three membered heterocyclic amines

The Lewis acid-catalyzed regioselective azidolysis of 2,3-three membered heterocyclic amines has been investigated. The results obtained demonstrated that using TMSN3 as a source of azide, the appropriate choice of Lewis acid allowed to obtain

New one-pot procedure for the synthesis of diprotected amino alcohols from unprotected vinyl aziridines

An unprecedented one-pot reaction that allows the synthesis of diprotected amino alcohols from unprotected vinyl aziridines is reported. The results demonstrate the possibility to use various acyl chlorides in order to obtain differently functionalised fragments. Mechanistic insights are given.

BF3·OEt2TMSN3mediated regioselective azidolysis of vinylaziridines

An easy and general azidolysis of vinylepoxides mediated by BF 3·OEt2and TMSN3recently reported by our group has been extended to vinylaziridines. The reaction affords unsaturated azido derivatives with complete stereosele

A highly regioselective azidolysis of 2,3-epoxy amines: An unexpected [Ti(O-i-Pr)2(N3)2] mediated C-2 opening

The Lewis acid-catalysed regioselective azidolysis of 2,3-epoxy amines has been investigated. The results obtained demonstrated that using TMSN3 as a source of azide, the appropriate choice of Lewis acid allowed to direct the regiochemistry of the ring opening. The present methodologies provide a powerful tool in organic synthesis for the preparation of diaminoalcohol moieties.

A new, simple, and mild azidolysis of vinylepoxides

A new, simple, and mild regio-and stereocontrolled azidolysis of vinylepoxides with TMSN3/BF3 system is reported. The method appears of general value and works very well particularly in the presence of electron-poor olefins, regardless of the size of substituents on the heterocyclic ring.

Synthetic applications of glycidic thiolesters. Regioselective reduction to 1,3-diols and 2,3-epoxy alcohols

Glycidic thiolesters were shown to undergo regioselective reduction with Raney nickel to give 1,3-diols.With sodium borohydride at room temperature and lithium aluminum hydride at -78 deg C, the reduction of glycidic thiolesters was found to proceed chemo