01319nas a2200181   4500008004100000022001400041245020700055210006900262260011000331300001400441490000700455520044400462100002500906700003100931700002600962700003000988856011901018       2014                        eng d  a1477-052000aDivergent total synthesis of 1,6,8a-tri-epi-castanospermine and 1-deoxy-6,8a-di-epi-castanospermine from substituted azetidin-2-one (beta-lactam), involving a cascade sequence of reactions as a key step0 aDivergent total synthesis of 168atriepicastanospermine and 1deox  aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJUL  a7389-73960 v123 a<p>A divergent, short, and novel total synthesis of 1,6,8a-tri-epi-castanospermine (7) and 1-deoxy-6,8a-di-epi-castanospermine (8) has been developed via a common precursor, 15, obtained from D-mannitol derived beta-lactam. The key step involves a one pot cascade sequence of trimethyl sulfoxonium ylide based cyclization of epoxy sulfonamide 14 via epoxide ring opening, one carbon homologation followed by intramolecular cyclization.</p>1 aTiwari, Dipak, Kumar1 aBharadwaj, Kishor, Chandra1 aPuranik, Vedavati, G.1 aTiwari, Dharmendra, Kumar  uhttps://library.ncl.res.in/content/divergent-total-synthesis-168a-tri-epi-castanospermine-and-1-deoxy-68a-di-epi-0