Soengas, Raquel G.; Silva, Artur M. S. published an article in 2013, the title of the article was Domino Reaction of Iodoglycosides: Synthesis of Carbohydrate-Based Nitroalkenes.Electric Literature of 38838-06-1 And the article contains the following content:
Herein we describe a tandem fragmentation/H reaction of iodoglycosides, which involves formation of a carbon-carbon double bond and a carbon-carbon single bond. If the fragmentation of Me 5-iodo-ribofuranoside is mediated by zinc/catalytic indium in the presence of bromonitromethane, a separable mixture of a 1-nitro-5-hexene and a 1-bromo-1-nitro-5-hexene is obtained in moderate yields with good diastereoselectivities. However, if the reaction is mediated by nBuLi in the presence of nitromethane, the corresponding 1-nitro-5-hexene is obtained as the only product in excellent yield and stereoselectivity in a one-pot synthetic protocol. This is a general methodol. that can be applied to iodopyranoses and iodofuranoses with different protecting groups for the efficient preparation of highly functionalized 1-nitro-5-hexenes or 1-nitro-6-heptenes. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Electric Literature of 38838-06-1
The Article related to carbohydrate nitroalkene preparation fragmentation henry iodoglycoside, Carbohydrates: Glycosides and other aspects.Electric Literature of 38838-06-1
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem