206554-39-4

Upstream product

• 206761-40-2 (3R,5S)-3-Acetoxymethyl-5-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester 

Downstream Products

• 478239-26-8 (3'S,5'R)-1-Benzyl-5'-methanesulfonyloxymethyl-4-oxo-1,2,3,4,3',4',5',6'-octahydro-2'H-[2,3']bipyridinyl-1'-carboxylic acid benzyl ester 
• 475301-86-1 (+)-sparteine surrogate 
• 475301-86-1 (-)-sparteine 
• 478239-25-7 (3'S,5'R)-5'-Acetoxymethyl-1-benzyl-4-oxo-1,2,3,4,3',4',5',6'-octahydro-2'H-[2,3']bipyridinyl-1'-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis of enantiopure diamine ligands related to sparteine, via scandium triflate-catalyzed imino Diels-Alder reactions

Imino Diels-Alder reactions have been investigated as a new route to sparteine analogues. The first enantioselective synthesis of two diastereoisomeric tricyclic diamines, structurally equivalent to the ABC and BCD rings of the naturally occurring alkaloid, is reported, starting from enantiopure intermediates. The effectiveness of the diamines in the lithiation of N-Boc-pyrrolidine is discussed.