1061659-64-0Relevant articles and documents
A new sequential intramolecular cyclization based on the boekelheide rearrangement
Massaro, Assunta,Mordini, Alessandro,Mingardi, Anna,Klein, Jens,Andreotti, Daniele
experimental part, p. 271 - 279 (2011/02/28)
Pyrrolidines and piperidines were synthesized from (aminoalkyl)pyridine N-oxides with a general and quite efficient method developed by using di-tert-butylsilyl bis(trifluoromethanesulfonate) as a new promoter for a Boekelheide-type reaction. The use of a
Chiral ligand 2-(2′-piperidinyl)pyridine: synthesis, resolution and application in asymmetric diethylzinc addition to aldehydes
Cheng, Yan-Qin,Bian, Zheng,Kang, Chuan-Qing,Guo, Hai-Quan,Gao, Lian-Xun
, p. 1572 - 1575 (2008/12/21)
Chiral ligand 2-(2′-piperidinyl)pyridine 1 has been synthesized in good overall yield by sequential benzylation, hydrogenation and debenzylation of 2,2′-bipyridine. Its enantiomerically pure enantiomers have been obtained by resolution of 2-(1-benzyl-2-piperidinyl)pyridine 2 with d-tartaric acid (or l-tartaric acid) followed by debenzylation. The absolute configuration was determined by X-ray analysis of the (S)-2 d-tartrate. It was demonstrated that 1 can be used as an effective enantioselective catalyst in the addition of diethylzinc to aldehydes. Optically active secondary alcohols with up to 100% enantiomeric excess were obtained in high yields.
