01431nas a2200241   4500008004100000022001400041245014800055210006900203260007500272300001200347520049600359653001400855653001400869653001800883653001800901653001700919653002200936100002500958700002700983700002601010700002301036856013001059       2007                        eng d  a0936-521400aRh(II)-catalyzed intramolecular N-H insertion of D-glucose-derived delta-amino alpha-diazo beta-ketoester: Synthesis of pyrrolidine iminosugars0 aRhIIcatalyzed intramolecular NH insertion of Dglucosederived del  aRUDIGERSTR 14, D-70469 STUTTGART, GERMANYbGEORG THIEME VERLAG KGcMAR  a559-5623 a<p>The rhodium acetate catalyzed reaction of D-glucose-derived delta-amino alpha-diazo beta-ketoester allows a stereoselective beta-facial intramolecular N-H insertion reaction that leads to formation of the bicyclic pyrrolidinone ring skeleton in high yield. The sugar-substituted pyrrolidinone thus obtained was elaborated to allow the synthesis of promising glycosidase inhibitors, namely, 2,5-dideoxy2,5-imino-L-glycero-alpha-D-galactoheptitol and 2,5-dideoxy-2,5-imino-D-galactitol.</p>10aalkaloids10aazasugars10acarbohydrates10aN-H insertion10aPyrrolidines10arhodium carbenoid1 aVyavahare, Vinod, P.1 aChattopadhyay, Subrata1 aPuranik, Vedavati, G.1 aDhavale, Dilip, D.  uhttps://library.ncl.res.in/content/rhii-catalyzed-intramolecular-n-h-insertion-d-glucose-derived-delta-amino-alpha-diazo-beta