503302-93-0Relevant articles and documents
Diethylaluminum iodide promoted Morita-Baylis-Hillman reaction of D -glucose-derived densely O-functionalized cyclopentenone: Route to α-C-branched densely functionalized cyclic enones
Ghosal, Partha,Ajay, Sama,Bajpai, Vikas,Kumar, Brijesh,Shaw, Arun K.
, p. 4906 - 4909 (2012)
Morita-Baylis-Hillman (MBH) reaction of D-glucose-derived highly O-functionalized cyclopentenone is described for the first time. The MBH reaction of cyclopentenone with different aldehydes in the presence of diethylaluminum iodide proceeded smoothly in moderate to good yields. Promoters such as organic, inorganic, or Lewis bases and an aqueous medium are not suitable conditions for the MBH reaction of highly O-functionalized cyclopentenones with aldehydes. Morita-Baylis-Hillman (MBH) reaction of carbohydrate derived highly O-functionalized cyclopentenone is described for the first time. The MBH reaction of cyclopentenone 2 with different aldehydes in the presence of diethylaluminum iodide (Et2AlI) proceeded smoothly in moderate to good yields. Copyright
Aflexible synthesis of cyclopentitol derivatives based on ring-closing metathesis of carbohydrate-derived 1,6-dienes
Ovaa, Huib,Lastdrager, Bas,Codee, Jeroen D. C.,Van der Marel, Gijs A.,Overkleeft, Herman S.,Van Boom, Jacques H.
, p. 2370 - 2377 (2007/10/03)
Four partially protected stereoisomeric cyclopentenetriols 5, 10, 15 and 21 have been prepared by ring-closing metathesis of carbohydrate-derived 1,6-dienes. The presence of a differentiated allylic alcohol in the cyclopentenetriols allows a variety of synthetic transformations, underlining the synthetic use of the prepared cyclopentenetriol derivatives as chiral building blocks.