212896-00-9

Upstream product

• 3426-71-9 Benzyl N-hydroxycarbamate 
• 2409-87-2 methyl (2E)-penta-2,4-dienoate 
• 67-56-1 methanol 
• 21651-12-7 (E)-2,4-pentadienoic acid 

Downstream Products

• 147462-22-4 6-(tert-Butyl-dimethyl-silanyloxymethyl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester 
• 147462-23-5 [5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-carbamic acid benzyl 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.

Novel fragmentation of 3-lithio-3,6-dihydro-1,2-oxazines: Synthesis of 2,5-dihydro-2-furanylamines

N-Cbz or N-Boc protected 3,6-dihydro-1,2-oxazines 1 on treatment with LDA at -78°C undergo a novel rearrangement to provide synthetically useful N-Cbz or N-Boc protected dihydro-2-furanylamines 2.