1310802-56-2Relevant articles and documents
Synthesis of highly functionalized enantiopure halocyclopropanes derived from carbohydrates
Rodriguez-Solla, Humberto,Concellon, Carmen,Del Amo, Vicente,Diaz-Pardo, Ainhoa,Blanco, Elena G.,Garcia-Granda, Santiago,Diaz, M. Rosario,Llavona, Ricardo,Soengas, Raquel G.
, p. 4953 - 4961 (2013/08/23)
A chromium-mediated synthesis of enantiopure sugar-based halocyclopropanecarboxamides is reported. This reaction can be stereospecifically carried out on (E)- or (Z)-α,β-unsaturated amides and takes place with the formation of a new C-Hal stereogenic center, which is generated with total stereoselectivity. Synthetic applications of the obtained halocyclopropanecarboxamides are also reported. The structure of the halocyclopropanes and derivatives were established by X-ray analysis. A mechanism to explain these transformations is proposed. Copyright