900572-43-2Relevant articles and documents
Convenient preparation of optically pure 3-aryloxy-pyrrolidines
Benard, Christophe,Mohammad, Rahim,Saraswat, Neerja,Shan, Rudong,Maiti, Samarendra N.,Wuts, Peter G. M.,Stier, Michael,Lints, Teresa,Bradow, James,Schwarz, Jacob B.
, p. 517 - 524 (2008/04/12)
Chiral 3-methanesulfonyl-1-Boc-pyrrolidine and piperidine were reacted with sodium phenolates, resulting in a mixture of displacement and elimination products. Following carbamate deprotection and pH adjustment, the 3-pyrroline and tetrahydropyridine by-products resulting from elimination were easily removed through aqueous partitioning and/or concentration. Although the pyrrolidines were formed with a high degree of optical purity, slight racemization was observed for the piperidine case because elevated temperatures were required to effect displacement. Copyright Taylor & Francis Group, LLC.