22472-80-6Relevant articles and documents
Stereoselective synthesis and application of tridentate aminodiols derived from (+)-pulegone
Gonda, Tímea,Szakonyi, Zsolt,Csámpai, Antal,Haukka, Matti,Fül?p, Ferenc
, p. 480 - 486 (2016)
A library of tridentate aminodiols, derived from naturally occurring (R)-(+)-pulegone, was synthesized and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The reduction of pulegone furnished pulegol, which was transformed into
Eco-friendly stereoselective reduction of α,β-unsaturated carbonyl compounds by Er(OTf)3/NaBH4 in 2-MeTHF
Nardi, Monica,Sindona, Giovanni,Costanzo, Paola,Oliverio, Manuela,Procopio, Antonio
, p. 1132 - 1135 (2015/02/19)
An operationally simple and environmentally benign catalytic procedure has been developed to selectively reduce different α,β-unsaturated ketones. The corresponding allylic alcohols are obtained with high chemo- and diastereoselectivity using Er(OTf)3 and NaBH4 in 2-MeTHF. This protocol reduces the amount of catalyst and NaBH4 needed, compared to classical procedures and the stages of extraction/purification are carried out in aqueous solutions avoiding the use of toxic solvents. Taking into account that Er(OTf)3 can be considered even less toxic than table salt and the 'greenness' of 2-MeTHF as a solvent, the system Er(OTf)3/2-MeTHF can be proposed as a cheap, efficient, and environmentally sustainable reduction system for the synthesis of allylic alcohols.
CuH-catalyzed enantioselective 1,2-reductions of α,β-unsaturated ketones
Moser, Ralph,Boskovia, Zarko V.,Crowe, Christopher S.,Lipshutz, Bruce H.
supporting information; experimental part, p. 7852 - 7853 (2010/08/04)
The first study on a general technology for arriving at valued nonracemic allylic alcohols using asymmetric ligand-accelerated catalysis by copper hydride is described.
