332901-17-4

Upstream product

• 337974-89-7 [2-Benzyloxy-cyclohex-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 
• 36713-55-0 (±)-2-benzyloxycyclohexanone 
• 3061-65-2 2-acetoxyacrylonitrile 

Downstream Products

• 596839-91-7 (1RS,2R)-2-benzyloxy-2-(2'-hydroxyethyl)cyclohexanol 
• 337974-93-3 methyl (R)-(1'-benzyloxy-2-oxocyclohexyl)acetate 
• 337974-92-2 methyl (R)-2-(1'-benzyloxy-1-'',4''-dioxaspiro[4.5]decyl)acetate 
• 337974-91-1 (R)-2-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)ethanoic acid 
• 442687-19-6 (2R,1'R)-2-acetoxy-3-(1'-benzyloxy-1'',4''-dioxaspiro[4.5]decyl)propionitrile 
• 332901-18-5 (2R,3aR,7aS)-3a-benzyloxy-7a-hydroxyoctahydrobenzofuran-2-carbonitrile 

Relevant academic research and scientific papers

Enantioselective synthesis of the ester side chain of homoharringtonine

Details of the synthesis of the methyl ester of the side chain of homoharringtonine, a natural product with antileukemic properties, are reported below. The key tactical element involved a Michael addition between the known chiral imine 4 and 2-acetoxyacr

Enantioselective synthesis of the ester side chain of homoharringtonine

The Michael adduct 6 was converted in ten steps with an overall yield of 5.7% into the methyl ester derivative of the side chain of homoharringtonine, (R)-17.

2-Acetoxyacrylonitrile: Use as electrophile equivalent to acetaldehyde in the asymmetric Michael reaction using chiral imines

The asymmetric Michael addition reaction between a variety of chiral imines and 2-acetoxyacrylonitrile gave after hydrolysis, the adducts in fair yields and with de and ee ≥95%.