895583-83-2Relevant academic research and scientific papers
Alternative and expedient asymmetric syntheses of L-(+)-Noviose
Hanessian, Stephen,Auzzas, Luciana
, p. 261 - 264 (2008/09/19)
(Chemical Equation Presented) L-(+)-Noviose, the sugar component of the antibiotic novobiocin, was synthesized from readily available non-carbohydrate starting materials relying on stoichiometric and asymmetric processes by two independent methods, compri
Catalytic asymmetric allylation of aldehydes using the chiral (salen)chromium(III) complexes
Kwiatkowski, Piotr,Cha?adaj, Wojciech,Jurczak, Janusz
, p. 5116 - 5125 (2007/10/03)
The enantioselective addition of allylstannanes to glyoxylates and glyoxals, as well as simple aromatic and aliphatic aldehydes, catalyzed by chiral (salen)Cr(III) complexes, has been studied. The reaction proceeded smoothly for the reactive 2-oxoaldehydes and allyltributyltin in the presence of small amounts (1-2 mol %) of (salen)Cr(III)BF4 (1b) under mild, undemanding conditions. However, in the case of other simple aldehydes, the use of high-pressure conditions is required to obtain good yields. Classic chromium catalyst 1b, easily prepared from the commercially available chloride complex 1a, affords homoallylic alcohols usually in good yield and with enantiomeric purity of 50-79% ee. The stereochemical results are rationalized on the basis of the proposed model.
Enantioselective allylation of alkyl glyoxylates catalyzed by (salen)chromium(III) complexes
Kwiatkowski, Piotr,Cha?adaj, Wojciech,Jurczak, Janusz
, p. 5343 - 5346 (2007/10/03)
The enantioselective addition of allylstannanes and allylsilanes to alkyl glyoxylates of type 1, catalyzed by chiral (salen)Cr(III) complexes 3, has been studied. We have found that the reaction proceeded smoothly for low loading (1-2mol%) of (1R,2R)-(sal
