212896-06-5

Upstream product

• 212896-02-1 (R)-3,7-Dioxa-4-aza-bicyclo[4.1.0]heptane-2,4-dicarboxylic acid 4-benzyl ester 2-methyl ester 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 501-53-1 benzyl chloroformate 
• 199465-72-0 (R)-3,6-Dihydro-[1,2]oxazine-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester 

Relevant academic research and scientific papers

Asymmetric Synthesis of Pentono- and 6-Deoxyhexono-δ-lactams via Hetero-Diels-Alder Reactions with Nitroso Dienophile

Asymmetric Diels-Alder reaction of the pentadienoic and hexadienoic acids 2a,b with the chiral chloronitroso derivative 3 gave the primary adducts 4a,b with good-to-excellent enantioselectivity. Subsequent cis- or trans-dihydroxylation and hydrogenolytic cleavage of the N-O bond led to the 5-amino-5-deoxypentono-δ-lactams 13a, 14, 15a, and 16 in the D-ribose, L-arabinose, D-xylose, and L-lyxose series, respectively, and to the 5-amino-5,6-dideoxyhexono-δ-lactams 13b and 15b in the D-allose and D-glucose series, respectively.