110259-74-0Relevant academic research and scientific papers
Synthesis of novel 3-hydroxy-3-pyridylcamphor derivatives
Boyle, Grant A.,Govender, Thavendran,Kruger, Hendrik G.,Maguire, Glenn E.M.
, p. 113 - 123 (2011/08/06)
The synthesis of a series of five novel precursor compounds derived from (R)-(+)-camphor is reported. From these precursors, a further four novel pyridyl alcohol ligands were synthesized. The molecules represent the first reported examples where the pyridyl and hydroxyl moieties are pendant on the C3 position of the camphor skeleton. The regioselective synthesis was investigated and an efficient method was identified. The final ligands were obtained in moderate yield with absolute regio- and stereoselective control. The molecules were screened as catalysts in the alkylation of aldehydes with diethylzinc in order to compare the new arrangement of donor groups with previously reported results obtained with C2 pendant ligands. The results demonstrated a significant improvement for the synthesizedC3pendant ligands over previousC2examples with moderate yields and up to 85 % ee being obtained.
An Improved Synthesis of (-)-(1R,2S,3R,4S)-2-Benzyloxy-3-bornanol (12) on a Preparative Scale
Herzog, Heinz,Scharf, Hans-Dieter
, p. 788 - 790 (2007/10/02)
A method is described for the separation of (-)-(1R,2S,3R,4S)-2-benzyloxy-3-bornanol 12 in preparative amounts in the form of its formate 17 from the accompanying diastereomers 13-15.
