319917-57-2

Upstream product

• 319918-15-5 1-(bromomethyl)-2-(prop-2-en-1-yloxy)benzene 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 319917-52-7 (R)-1-[(3aR,5R,6S,6aR)-6-(2-Allyloxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 

Downstream Products

• 319917-62-9 (3aR,5R,6S,6aR)-6-(2-Allyloxy-benzyloxy)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxole 

Relevant academic research and scientific papers

Synthesis of chiral 10, 11 and 12-membered nitrogen and oxygen heterocycles by intramolecular nitrile oxide cycloadditon of tethered N-and O-allyl carbohydrate derivatives

Chiral 10 to 12-membered nitrogen and oxygen heterocycles fused to isoxazoline rings have been prepared in a highly regioselective and stereoselective manner by intramolecular nitrile oxide cycloaddition of tethered N- and O-allyl carbohydrate derivatives. The use of a -Y-Ar-CH2 tether containing a 1,2-disubstituted aromatic ring between the heteroatom attached to the nitrile oxide-bearing carbohydrate scaffold, and the allyl group, facilitates the formation of the medium-sized rings. The cycloaddition afforded bridged isoxazolines in the cases of O-tethered allyl carbohydrate derivatives, whereas a fused isoxazoline resulted when a N(Ts)-tethered allyl derivative was used. (C) 2000 Elsevier Science Ltd.