123719-55-1

Upstream product

• 31236-61-0 (+/-)-2-cyclohexanone 
• 1826-67-1 vinyl magnesium bromide 
• 92645-06-2 2-cyclohexanol 
• 6850-38-0 2-aminocyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 

Downstream Products

• 123719-56-2 (1R*,2S*)-2-amino-1-ethenyl-1-cyclohexanol 
• 123719-49-3 (2S,8aR)-3,5,6,7,8,8a-Hexahydro-2H-quinoline-1,2-dicarboxylic acid 1-benzyl ester 
• 123719-57-3 (4aS*,8aR*)-4-(benzyloxycarbonyl)-8a-ethenyl-2-oxo-3,4,4a,5,6,7,8,8a-octahydro-2H-1,4-benzoxazine 
• 123719-58-4 C₂₄H₃₅NO₄Si 
• 123719-63-1 (3aS,7aR)-7a-Vinyl-hexahydro-benzooxazol-2-one 
• 123719-56-2 (1S*,2S*)-2-amino-1-ethenyl-1-cyclohexanol 
• 123719-49-3 (2R,8aR)-3,5,6,7,8,8a-Hexahydro-2H-quinoline-1,2-dicarboxylic acid 1-benzyl ester 
• 123719-57-3 (4aS*,8aS*)-4-(benzyloxycarbonyl)-8a-ethenyl-2-oxo-3,4,4a,5,6,7,8,8a-octahydro-2H-1,4-benzoxazine 
• 123719-58-4 C₂₄H₃₅NO₄Si 
• 123719-63-1 (3aR,7aR)-7a-Vinyl-hexahydro-benzooxazol-2-one 

Relevant academic research and scientific papers

An Efficient Stereoselective Synthesis of Δ4,5-Pipecolic Esters

The synthesis of racemic and enantiomerically homogeneous pipecolic esters from 1-amino-3-buten-2-ols is reported.The synthesis of enantiomerically homogeneous N-methylpipecolic esters requires four chemical steps from N-t-BOC-protected amino esters.The key step of the sequence is a conformationally restricted Claisen rearrangement.The method affords complete control of the absolute and relative stereochemistry of all three stereogenic centers in pipecolic ester 22 which is obtained in 33percent overall yield from N-t-BOC-L-alanine ethyl ester 16a.

STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED PIPECOLIC ACIDS

The stereoselective synthesis of Δ4,5-pipecolic acid derivatives is described.The key step in the sequence is a sigmatropic rearrangement.