01434nas a2200229   4500008004100000022001400041245014500055210006900200260010600269300001400375490000700389520050600396653001100902653001200913653002300925653002400948653003000972100002701002700002601029700002701055856012201082       2007                        eng d  a0040-402000aStereoselective synthesis of spiro-beta-lactams using D-(+)-glucose derived chiral pool: remarkable influence of the torquoelectronic effect0 aStereoselective synthesis of spirobetalactams using Dglucose der  aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcSEP  a9179-91870 v633 a<p>Diastereoselective synthesis of spiro-beta-lactams via [2+2] cycloaddition reaction of imines and chiral ketenes is described. The chiral ketene was prepared from commercially available, inexpensive D-glucose. Although, theoretically four diastereomers are possible, the reaction yielded only two diastereomers stereoselectively in good to moderate yields. The stereochemical outcome of the reaction was in accordance with the torquoelectronic model. (c) 2007 Elsevier Ltd. All rights reserved.</p>10aimines10aketenes10aspiro-beta-lactams10aStaudinger reaction10astereoselective synthesis1 aChincholkar, Pinak, M.1 aPuranik, Vedavati, G.1 aDeshmukh, A., R. A. S.  uhttps://library.ncl.res.in/content/stereoselective-synthesis-spiro-beta-lactams-using-d-glucose-derived-chiral-pool-0