55848-19-6Relevant articles and documents
Tetrahedral boronates as basic catalysts in the aldol reaction
Müller, Tobias,Djanashvili, Kristina,Peters, Joop A.,Arends, Isabel W.C.E.,Hanefeld, Ulf
, p. 587 - 595 (2016/02/12)
β-Hydroxyketones are versatile building blocks in organic synthesis, which can be conveniently synthesized from ketones and aldehydes by aldol reactions. Unfortunately, these reactions often suffer from dehydration of the initially formed β-hydroxyketones
Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones
Clarke, Sarah L.,McSweeney, Christina M.,McGlacken, Gerard P.
, p. 356 - 361 (2014/04/03)
A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.
Rh-catalyzed aldehyde - Aldehyde cross-aldol reaction under base-free conditions: In situ aldehyde-derived enolate formation through orthogonal activation
Lin, Luqing,Yamamoto, Kumiko,Matsunaga, Shigeki,Kanai, Motomu
supporting information, p. 2974 - 2983 (2014/01/06)
The chemoselective generation of aldehyde-derived enolates to realize an aldehyde - aldehyde cross-aldol reaction is described. A combined Rh/dippf system efficiently promoted the isomerization/aldol sequence by using primary allylic, homoallylic, and bishomoallylic alcohols; secondary allylic and homoallylic alcohols; and trialkoxyboranes that were derived from primary allylic and homoallylic alcohols. The reaction proceeded at ambient temperature under base-free conditions, thus giving cross-aldol products with high chemoselectivity. Mechanistic studies, as well as its application to double-aldol processes under protecting-group-free conditions, are also described. Copyright